SCIENTIFIC ABSTRACT SHEYNKER, YU.N. - SHEYNKER, YU.N.

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• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R001549330009-7
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: August 9, 2001
• Sequence Number: 9
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

USSR/Chemistry - Pharmaceuticals 11 Aug 53
"Infra-Red Spectra and the Structure of Semi-
carbazones," S. G. Bogomolov, 1. Ya. Postovskiy
and Yu. N. Sheynker, Ural Polytech Inst in S. M.
Kirov, Sverdlovsk, and All-Union Sci-Res Chemico-
pharm. Inst im Ordzhonikidze, Moscow
DAN SSSR, Vol 91, No 5, pp Ull-1114
Studied the characteristics of the chemical
structure of semicarbazones with the aid of infra-
red absorption spectra. In all of the semicarba-
zones studied, an absorption band was noticed in
266T7
the region 1588-1626 cm-1, which apparentlyindi-
cates a deformational oscillation of the -NH2
group. Compds of this class are effective anti-
tuberculous drugs. Presented by Acad V. M.
Rodionov 17 June 53-

T_
IjInf(IrAO-and ultraxiolEt s2f-i,.5:o*U,)n of -oire
Cheldoal Abst.

vol. 48 No. 6

Her. 25, 1954
Electronic Phenomena and Spectra anti 1. Y1 - po%lovskit (jjjl-j;DjaClXn"
phar 11 last., M,-awl _V_oWad-yA'k`iF Xasok S.S.S.R. 93.
.277-FT0953).-Absorption spectra of acetylatcd: 2-ainino-
thlazole (1), 2-nmino4-methyliblazole (11). 2-tunloo4,5-
dimethylthiazole (IM, 2-antino-4-phenylthirtzole (IV), and 2-
:amino-4-inethyl-B-bromothinzi)lc (V), as well sm 2-(N-metb-'
ylacettunido)-l-methylthiazole (VI), and 2-acetjI1itn1no-3;,4-;
dimethyl-4-thiazoline (VW were recorded curves e
shown). VI, known to have a thiazole structure. shows
bands at IM and 1542 cm.-'; VrI shows aftly a band at
1588cm.-I I-V show 2 bands in 165G-90nad 1.535-50-cm.-I
regions, whife the thiazoline band at IMcm.-Iiitatallymb-
sent. Thus I-V have structures analogous to VI. II.M.
rV. and V show a band at 3155'em.-I. possibly thAtofNH
vibration; this isabsent in Wand VU. In I thereare seen
3155- and 3080- and 3250-cm.-I bands, the origin of the last 2
being unknown. VI shows absorption max. 27,A A. (log
& 3-S); VII shows absorption max. 3020 A. (log e 4-0). I-V

A

k sho absorption ruzx. in the area of 2680-2&W A. close to
hatwof V1. I shows a slight band at 2960 A. Cog # 2.96),
bly ewised by thlazoline tautorner in the EtOH soln.

V-71% estd.). No bands at 3M A. are seen in U-V, show-
W the absence of thiazollne form. G. M. _FosoLipoff-.f

BOGOMOWV, S.G.; SHEYMM, Yu.N.; POSTOVSKIY, I.Ya.
,8"Mawsma
Examination of the structure of sulfo acids of 2-amino-4-methyltia-
zole by means of infrared spectra. Izv. AN SSSR Ser. fiz. 18 no*6:
N-D 154. (MIRA P: ).)
1. Vsesoyuzny7 nauchno-issledovatel'skiy khimiko-farmatsevticheskiy
institut im. S.Ordzhonikidze,
(Thiazole-Spectra) (Sulfonic acids-Spectra)

USSR/Physics Spectral analysis
Card 1/2 Pub 43 58/62
Aitthors I Sheynker, Yu. N., and Bogomolov, S. G,
Title I Infrared spectra and problems of tautomerism of heterocyclic compoundis
I Izv. AN SSMI. Ber. fiz.'18/6,-page 138,, May-Dee 19547
Abstract The problems of tautamerism and double reactivity aIf.haterocyclic compounds
were investigated by means of infrared,absorption spectra.' Infrared ab-
sorption spectra (2,5 - 13A ) were obtained for,hydrwc~ derivitivesok.the.
heterocyclic series (derivatives of pyridine, pyiridazine, pyrimidine.:
pyrazine, triazine, thiazole, etc.) and sodium and silver salts of these
derivatives as intermediate products in the reactions of these compounds,
Institution The S. Ordzhonikidze All-Union So.-Res. Chem. PhArmac. Inst.
Submitted I

Card 2/2 Pub. 43 58/62
Periodical t Izv. AN SWR. Ser. fiz., 18/6, age 738., Noy-Dec 1954
pa
Abstract It wan established that the.hydroxy derivatives:of the heterocyclic series'
a' (not in reiction)~have an oxo-form atructur redouble.
in free atat e imd thei
reactivity is not connected with the difference in structure of the metallic,
salts which are the intermediate reaction products.

USSR/ Physics Spectral analysis
Card 1/1 Pub. 43 59/62
Authors ISheynkery Yu. N., and Pereslenij te.-M.
Title tOscillation spectra and the basicity of cyclic iminee
Periodivra- IIzv. A14 SSSR. Ser. fiz.'18/6, page 739,,'Nov-Dec 1954
Abatraot IThe authors investigated the infrared and combined diffusion spectraot.
cyclic imines containing three to Seven atoms in the cycle And their- simple_`.'.1
derivatives to determine the effect of stresses in the-cycle on the.op~ical
and electrochemical properties of the substances. The cliange-qver from.
relaxed molecules (multinomial cycl:es) into tense ones (three and DOW
membered cycles) was seen to lead to noticeable change in the oscillation
frequency of the external bonds. Data regarding the basicity of cyclic,
imines are included.
Institution The S. Ordzhonikidze All-Union Sc.-Res. Chem. Phakmac. Inst.
Submitted

USSR/ Chemistry - Spectral analysis
Card Pub. 43 60/62
Authors I Bogomolov, S. G.; Sheynker, Yu, N.; and Postovskiy,, 1. Ya,

Title 1"'90
The structure of 2-amino-4-methyithiazole, sulfonic acids explained by
means of infrared spectra
Periodical I Izv. AN SM. Ser. fiz, 18/6,-p-age''740, Nov-Doc 1954
Abetraot I Utilizing the infrared spectra of isomeric.2-imino-4-mothylthiazole sulfonic
acids and many derivatives of 2-axiinothiazole the.authors-established.the
proper struc4ure of these acids. The spectra of isomerid acids indicate
that the low-fusible acid has the KH2-group in the molecule and the high
econve'r--,:.
melting acid the NH group and their.structures are-different. Th
-
sion of the low-melting acid into high-melting represents a regrouping of,
the sulfo-acid into sulfamic acid.
Institution The S. Ordzhonikidze All-Union So. Res. Chem. Phatuab. Inst.
Submitted

M m -~_, V-0-M 4 0 79 0 IN
~M -0 0141. S

/I & t- 7-4., - /Y.
USSR/Chemistry - Analytical
Card t Pub. 151 - 30/37
Authors Bogomolov., Se Ge; Sheynker,, Yu. N*; and Postovskly.,L Ya*
Title The structure of 2-amino-4-methylthiazolesulfonic acids* Part 2*-The
structure of 2-amino-4-mothylthiazolesul-fonic acid analyzed by means of.
infrared spectra
Periodical i Zhur* ob, khime 24/3,, 539-548., Mar 1954
Abstract The structure of 2-amino-4-methylthiazol(3au3-fonic acid and mmerous, oither~-
2-aminothiazole derivatives was determined on'the basis:of infrared absorl).-
tion spectra. The low-fusible sulfo-acid obtained during sulfonation of
2-amino-4-methylthiazole was found to be-2-amino-4-methylthiazole-5-3ulfo;dd
acid and its isomeric high-meltijag acid formed from I(rd-WAting acid during.
heating with H,2SO474-methylthiazole-2-sulfamic-acid. It, 'was also establish-
ed that the produdt obtained from chlorosulfonation of 2-acetam:Lde74-zeth3r1-:-,
thiazole was actually N-acetylated chloride of 5-sulfonic acid arA all thii
sulfamides derived from acid chlorides (amides of that acid)* Eight refez*-.-.*'
ences: 3-USA; 4-USSR and 1-German (1939-1953)o Tables;' graphs.
institution All-Union Scientific Research Chemical-Pharmaceutical Institute, Moscow
Submitted August 14, 1953
XU.

sub-
hl
N, Shdn er
G." L
'!=~Jxlum WO.-HMAW
,
nst., Moscow), z1our.,ftiz. lutim. z9j 513-M aso), . cl.
Houman, es at.. C.A. 4's bmuc - he R-ininn n2l lnfr~refl
were.measured7of cthylenlmiaej2-methyltthylen
2,2 - dimethylethylenimine, , N- isopropylethylen-
ImIne, N-sec-Ntyletlylenimine, - and fficyclohexylethyl-
cnimine. The absorption spectra of alt these comptis. Ble
shown in the lntcr~al from 2 to 13.u. . Vibritldfi spectra, are
tabulated. The strain present in the 3-mernbered rino of
1, kytenirnkes leads to.an increase in the lreq~ency of
ifie ~~ce vibratioiks at C-H bonds and a decrease in the
& for
charucteristic frequency of the N-H bonds. : Neith
mation of the ring nor -train within it has any effei the
J. W. L.' Tr.
molar refraction ofany'of the compds.---

US,c.R/ ~hevistry Analytical chemistry
Card 1/1 Pub. 22 2-7/49
Authorr I Sheynker,, Yu. N... and Rezaikov, V. M.
Title t Infrared spectra and the structure of 2- and-4-aw7pyridines and their
salts
Periodical i Dok. AN SSSR 102/1p 109-111, May 11,1955
Abstract I Employing infrared'aboorption speclira_~thi%lauthors iuvestigated the stri,ic-
ture of oxypridines and their.salteand to deteradfie the ~rdation bet*Dsif
the chemical properties of the substancesand tautemerism. The data
obtained regarding-the structure of pyridine oxy-derivatives (in crystiil.
state and in solutions) and their salts indicate that the reason -for.the
double reactivity of such compounds is the ability pf transferring them rd-_..
action center over the chain of cdnjugateil bonds and,io.not the cause 6f
tautomerism. or difference in -structure of their .8-6.1t a-Three referenco'w.,
1 USSR, 1 USA and 1 Ger. (1907-1954). Graph'!.
Institution All-Union, So. Res. Chem-Pharmac. Inst. im. S. Ordzhonikidze and the
Kharkov Pharmaceut. Inst.
Presented by t Academician I. L. Knunyants,, December 16, 1954

r
USSR/Organic Chemistry. Synthetic Organic Chemistry. E-2
Abs Jour: Ref Zhur-lliimiya, i1o 6, 1957, 19127
r,
Author Postovskiy I. Ya. Matevosyan R.O., She ynker Yu. N.
Inst
Title Structure of the Product obtained by the Interaction of
Aniline with Properpylaldehyde.
Orig Pub: Zh. Obahch. Khimiyi, 1956, 26 1,10 5, 1443-1448
Abstract: Structure (II) C6H511 ----- H-0 is ascribed to the product
CH - CH=CH
obtained by the interaction of aniline with CH WHOM
(Claisen, Der., 1903, 36, 3664) based on the study of
its chemical properties and of the N-spector, Analog-
ical products are obtained vith o-anizidine, m.p. 112-
1140 (from benzene), and r -naphthylamine, m.-D. 124-1250
(from benzene). At dehydration II yields Quinoline, and
by the action of acid it is transformed into CH2(CH=IIC6H5)2
(M). 0.1 mole I in lOcc C6H6 at 0 0 is added to 0.1
Card 1/2

~-7 7

/twomelim, oot and
10 ILM
P, id
zhup

Obtkdmj Kkim. Pobblo
W
,
1. Chm. &--. is. G40( so K
Bvr. 45. 4337(10W).-Pr fitra CUrM Of partly
neutralized coIns. In IT41or 90% UA011 the foututimi
consts. were dctd. for pyr(latie cArtiomitriL M-methyjrlyti..
done h
M-cthylpyMaae~ Anet
tqidjtojma
byl.

t
' .
j
Ij,
p~yl one. 2-methoxy
,qttinoline- d gv:
-
l
t
meth YuYt
dine. NO i
:b
WM, resP., In HtO and In
*
"1:0
l
11 as U
m": 12
90%
.17, 11,34; 12.52, ME4,
11.27; 12.37, 11.43~ 1248, 11.44; 12.21), 11.45, 11.1%
11.75; 10.96, U-38; 10.67, 7he Infrared absorp-
fion spectra of the sub-itaimm were detd. ind ure reprciduccd.
The results indicate a sub,,twitial 6!placcrnent of Lluil. in
Ihe cases of pyridone ancl, carbo%tyril in the direction of the
uctures. No apprcciable displi-ement of e
ctarn str
quit.
_
~,cc~m t~ thi-4 tC3PCCt 1113 irltfMUCtion Of 1131109VUS in the S-
,~r 5-poittiull ill thc py~ idjs-,~ ring; the ziame 1i true
of Me
-
OULIPS ill fill? .7r

-7~7
jzl~
v

S
Yu-N.
_W Struc-
fhe ji'sti: Leon ca
i/ur7-7-Mniaid thas 'ine. -7. F. Plamunava-
koy and 'U. N. iheink AftM
- =45F . lis~~Chet
b5t.. %I~szowT. V
ZT-U-4. So. lai)71b.-Thaspine
actd' L w ith
Cro. in Acolf g-,vr %IC)NCH:CH.CGH. 1.11ef retu--ced
mch 101'~ SUOH gavc 2
(II). m. 237* (froui
e,CO), tri. 171~ (fruni 11-01; di-eig jell was prepd. and
mialyzed; the acid xvith dil. IICI (Grmq a laclone. m. ab.vo
:'Xu*. Hydrogenation LA 11 with Raney Ni t
nwilrury - 2',G - dih ydroxy - 3 -
-acid, in. 340*. ff and CII-Ni ~.IVC Z'XA6-ltIrt!-
?,W-dicarboxylate, tn. 112-14'.
which with Ldc. KOH g_tv~: t: , fvr .6d, rn. 201-10' (from
Ct6ll) wbich "Ith KMI,C); ga'-z 9"J' Sx-letramelhoxybi.
fal reindtiag,
in. 233-l', due tt) ftAi*mtt-t ~-t jnhydndt. infrared and
nre sho%, ii.

RADAYEVA. O.S.; SMYNM , Yu.R.
Certain properties of esters of 'p-toluolfsulfonic ncids of 170-
-oxystcriodg. Part 7. Infrnred spectra of certain derivatives
of the nndrostane and 18-/Y'Androstnne series. Ahur.ob.khim.26
no-11:3201-3206 N '56. (MLRA 10:1)
1. Vaesoniznyy nAuchno-issledovatel'skiy khimiko-farmntsevtichaskiy,
inBtitut imeni SmOrdzhonikidze.
(Androstane-6pectra)
Infrared spectra of Vaseline suspensions of sederal, steroids are reported:
17-Met' landrostenol- ~A P 17,17-dimethyl-18-norantrostanol-ist -3# , 17,17-dimethvi-18
nor- ~171 -androstenol-3# . 17)17-dimethyl-18-norandrostaneriol- 3,6 , 12,13.
Introduction of Yb groups in the 17 position has little or no effect on the infraredt
spectra. deavage of p-MeC6 HV SO,3 H from 3-acetate, 17-tosylate of 4-f--androstenedinl-
34 , 17/3 -occurs with retropinacol rearrangement. This yields mainly the acetate
of 17-methyl-18-norandrostadienol-3A with admixt. of the acetate of 17-mothyl-18-nor-
A 5-, -12- -and-rostadienol-3/3 . as shown by the spectra.

r
L.) 17
USSR/ Chemistry Physical chemistry
card 1A Pub. 147 11/35
Authors I Sheynker, Yu. N., and Pomerantsev,-Yu. 1.
Title I About the tautomerism of certain heterocyclic compound derivatives. Part.l.
Infrared spectra and structure of hydroxy derivatives of the M- heteroCyq3.ic'._-__
series
Periodical I Zhur. fiz. khim. 30/1, 79-93, Jan 19W
Abstract I The derivation and study-of the infrared absorption spectra of N- heterooycl Ile
hydroxy derivatives in solid crystalline state and in solutions are desciibe -do'-
The lactam (oxo) structure was found to be characteristic of all alpha-.or
9 -monoxy derivatives both in crystalline state and-in solution, The'coM__
pounds investigated (pyridine, 4uinoline pyrimidine,_ pyrazine, pyridazine,
quinoxaline, phthalazine, triazine, etc. ~. were found to. be capable of the so--.-.
called I'lactim-lactam" tautomerism. leading to the formation of N- and 0-1mb-
situted derivatives. Twenty-seven references: 7 USSR, l*Germ., 11 USA.I':.
2 Swiss, 2 Turk and 4 French (1925-1955). Graphs*
Institution Chemicopharmaceutical Inst. im. S. Ordzhonikidze,, Moscow
Submitted May 6, 1955

pRjKtj6. 'Ko, f),F.
24 (T) 3 PHASE I BOOK EXPLOITATION SOF/1365
L'vov. Univeraytet
Materlaly X Vse5r7u_=go :07eilichanlya pa sp~.k1.roskcpjl. t. is
Yolokulyarnaya spektno knp ya (Papers of the 20th All-Union
Conference 0.1 Spsctx~scop7. Vol. 1: Molecular spectroscopy)
[LIvor) Izd-vo L'V0V3k0g0 'InIT.-tat 1957. 499 P, 4 000 GOP103
printed. (Series. Itas Fiz7chnyy zbir.Vk, v7p
Additional Sponsoring Agalleyt Akademiya nauk SSSR. Kcaslastys, pa
apok-troakopil. E4.: 'Jazart S.L,j Tech. Ed.t Saranyuk, T.V.;
Editorial Do&Tdt EA.-Aatergp G.S., Academician (Reap. Ed, Dooessed)v
Reporant, B.S., Doctor of Physical and kathezzt1cal Sciences,
Febelinskly, I.L., Doctor or Physical and, Mathematical Sciences,
Yabrika.&SO V.A.. Doctor of Physical and Kathetsatical Solsnoes,
gor:1itnuU. V.G., Candidate of Too-IL-Aval Sciences, Rayakly, S.M.,
Candidate of Phqslosa &M Mathematical Sciences. KIlmovakly, L.K.,
Candidate of Phis-'eal AzA MatherAt1W Solenots. Millyanchuk, V.S..
Candidate of Phisi-341 and MataerAtical Sciences, and Olauberman.
A. Ye.. Candidate of Phyaloal and Mathematical Sciences.
Ces'd 1/30
PostOvxkly, 1. Yet. L.F. T"MOTS YU- 9 ~wr.
am 3.0. Coplanalrity 0? rbe
im DIphanyl Derivatives 388
A.B., A-7- UY&MY, L'A' 'i7At'y6Y&'
Infrared Spectroscopic Study of the Adsorption
and Surface Reactions of Ethyl and Hathyl Alcohols
on Aluminum Oxide 161
31dorov, A.M. Stud7 of Adsorption on Porous Diane
by Means of Infrared Abaorption Spectra 16T
Btlen-kly, L.X., M. Ye. Xgz=$'-tA7&, SPOctro-
photometric Study or vat Sole 170
Sldorov, T.A., " N.M. 3obolev. 150topla Mdft In
the IMMM4 3pWrin of Boric Acid, and Its
Structure 176
_SR~~ynksr, Yu. M. Spootra and Tautomrian of A47lated
_
Awinas ISO

a
Postov kiy I. Y&., 12. M. S~e -T-.AW N.F.Kazarinove.
-
:
a
d
643
8
tro
9-
.vplo Stu
FIls*r1dines 1
3pe
y dr
3
CaZ4 12A" . - - . ~ - _ ~' . i

HERE
Wo
"a' Now.
ft, --9- n, RI ffemR

POSTOTSI[IY, I.Ya.; SHAYNKHR, TuA; KAZARlffO7A, N.F.
.... .............. ..i............,
Spoctroecopic analysie of 9-oxyarvlaoridinea. Piz. abor. no.3t
183-184 157. (MIRA Ilt8)
1* Vaesoyuznyy nauchno-iseledovatellgkiy khirrdko-farmatasvtichs)dy
inatitut im. S. Ordzhonikidze i Urallakiy politekhnicheakiv insti-
tut im. S.M. Kirova.
(Acridine--Spectra)

POSTOTSKITO I,,Ta.; TMWILOTAO L,7.; SHEYMM, Yu.N.; BOGCI(OWV, S,Ge
1 ~
Coplanar position of phenyl radicals in iphen3O- derivatives.
Piz. obor. no.3.'388-390 157. (MIRA 12:8)
1. Urallskiy politekhnicheskiy institnt im. S- K. Kirova.
(Biphenyl-S~eotra) (Stereoc~emistry)

SHEYNKER. Yu.N.; KUSHKIN. V.V.; POSTOVSKIY, I.Ya.
Tautomerism of some heterocyclic derivatives. Part 2: Infrared
and ultraviolet spectra and the structure of the 2-amino derivatives
of thiazole. Zhur.fiz.khim. 31 no.1:214-226 Ja '57. (MLRA 10:5)
l.Khimiko-farmatsevticheaki.v institut im. S. Ordzhonikidze, Moskva i
Ural'skiy politekhnicheskiy institut im. S.M. Kirova, Sverdlovsk.
(Thiazole--Spectra) (Tautomerism)

Tlutomeri of i0me derivatives of some heterocyclic
,Sm
rn --,rrn mvid %tni,tnres ft( 1,6-(Ji.
o -und's The t
C
hydromyndmincALnd alazine deriva-fivt .A u- _S_
1- T and T. P. Sycheva
d'hoolkidze ast., ZAUf. Ftz.
Kkim- St. 5W-61(J(lV5_1J(El3gjL%a summary); Cf. C.4 . so,
768M, 14780h; SI, 1745-5h -Intrar at sPccEM
WV= studied of 3,"Ia:etho3wpyz4dzzfne (1). 2."Imercapto-
9=ne. 1,2-dimethyl-3.8-pyridatinedione, 2-tnethyl-6-
-3(2H)-pyridazinone (II), 6-methoxy-S(2H)-pyrid-
azinane (W) (which has tiat been previously described and
was obtained from d-hydroxy-3(M)-pyrie6zi at Oun ah
2
its Ag salt by the action of Mel, and rurMed by thieeMld
suhlinistion at 0.01 rans. pressure and recrystu from ?Mtzr,
m.p. 154'), 5.8-dihydroxyphthaLazine (IV) . ~~ydr~-2-
methyl-L-PH)-phthalazinane,
tit--, and 2.2-dimethylpfitlaUzInedloce. The spectm
showed that I and IV had the oxy-aw structure Ln the wHd
ift- 11 &ad M fX=td Chain 12 the Crylt. St2tA_ In Which
the mots. are connected by extm-stroag~g~ (Uke in
chtiate structures). cnd the mats. are T P rized.
Sluxilar 4-i~ were not fattad In the cry. of W! The
ra.p.. soly and iddity confirm the proposed structures.
W. M. auumbax.
Al

SHEYNKFR, Yu.N.; POSTOVSKIT, I.Ta.; VORONINA, N.M.; KUSHKIV, V.V.
Tautomerism of some derivative of heterocyclic co=ounds.
Part 4: Spectra nnd structure of benzenesulfonamides and sulfani-
lAmides of the thiazole and thiodiazole aeries [with summary in
English]. Zhur.fiz.khim.31 no.8:1745-1,755 Ag 157. (MIRA 10:12)
1. Xhimiko-farmatsevticheskly institut im. S.Ordzhonikidze,
Moskva i Urallskly politekhnicheskiy institut im.S.M.Kirova,
Sverdlovsk.
(Tauromerism) (Benzenesulfonamide--Spectra) (Sulfanilamide--Spectra)

AUTHOR: Sheynker, Tu.N., Kuznetsova, I.K. 76-1243/27
TITLEt On the Tautomerism of Some Derivates of Heterocyclic Compounds
(0 tautomerii uekotorykh pro:Lzvodnykh geterotsiklioheakikh
soyedineniy). V. Spectra and Structure of Some Sulfanylaml es
M Spektry I stroyeniye nekotorykh sul'fenilamidov)
PMIODICAL: Zhurnal Fizicheskoy MLWi, 1957, Vol- 31 , Nr 12, pp.2656-2662 (USSR)
ABSTRACTs Reference in made to the preceding paper [Ref. 17 , and by means of
infrared, and, in individual cases, also of ultraviolet spectra, the
structure of 2-3ulfanylamid03 of pyridine and of pyrimiaine, as well
an of some sulfanylamides of the alicarolio series twhioh are used as
medical preparations) is investigated. The measuring method has al-
ready been described in previous works. Prom the data obtained it
follows that in the pyridine and pyrimidiU6 series, which have
2-"ulfanv:Lamidea in the crystalline state, have an imido structure
(1), (n), and are derivatives of 2-pyridomine and 2-pyrimidonine.
As in oases investigated previously, this is due to the strong acid-
ifying Influence exercised by the S02 group an theamide group NK.
Consequently, the ratio of the basic properties of the nitrogen
atom outside the ring, and that of the nitrogen atom within the ring,
Card 1/3 changes in favor of the latter. It is shown that in the aqueous

On the Tautomerism of Scme Derivatem of Heterociyolio 76-12-8/27
Compounds. V. Speotm and Structure of Some Sulfanylamides
solutions the 2-oulfanylamidopyridin shown essentially an imido
structure, whereas in alcohol solutions, besides the imiao-form,
allo the amido-form is oontained in substantial quantities. The lat.
ter form prevails in aioxan solutions and the oontent of the amido-
form can be evaluated by 99%. In the case of the sulfanylamides of
the pyridin, a tautomerio system is oonoemed, which in very olose
to the state of equilibrium. Further it is shown that the sulfanyl-
amides of the alicyclio series (sulfanyliacetamid, sulfanylurea
(urasulfan)) , both in crystalline state, as well an in solutions,
have an amido-struature. The latter because they keep the same strip-
system in infrared spectm of such solutionj (alcohol, dioxan),
and especially the cattonyl-strips (1700 am7l) under the conditions
prevailing here. Consequently, the &cid-propertion of the NH-group,
in spite of the strong acidifying affect of the sulfanil-group do
not increase to such an extent that the jamlA form (V) and (VI) be-
come more aoidiferm= than the Imido-forms (VII) and (VIII). The
obtained data correspond to the conceptions of the amid-basio ohar-
CaX'd 213 acter of the amido-imido tautomerio equilibrium. It is finally shown

On the Tautomerism of Some Derivates of Heterocyclic 76-12-8/27
Compounds. V. Spectra and Structure of Some Sulfanylamides
that the bacteriostatic activity of the sulfanylamid-preparations
cannot be correlated with the imido-structure of their molecules.
There are 5 figures, and 8 references, 3 of which are Slavic..
ASSOCIATION: All-Union Scientific Chemical-Pharmaceutical Research
Institute imeni S. Ordzhouliciftf., Moscow (Vaespyuznyy n-3ci2ao-
issledovatellskiy Khimiko-famatsevticheskiy institut
S. Ordzhonikidze, Mos1cva)-
SUBMITTED: July 21, 1956
AVAILABLE: Library of Congress
Card 313

/ V'_'... /V
AUTHOR POSTOVSKIY IIYA.,TREFILOVA L.F.,SHEYNKER YU.N.,
BOGOMOLOV S.G. 20-2-2�/67
TITLE On Non Coplanar Nature of Phenyl Nuclei In Diphenyl DeriV2tiVeS.
(0 nekoplanarnosti fenilnykh yader v proizvochykh difenila -Russian)
PERIODICAL Doklady kkademii Nauk SSSR,1957,Vol 11LNr 2,PP 347-350 (U-S-S-R~)
Received 6/F1957 Reviewed 7/1957
ABSTRACT It was asoertained that in the crystalline diphenyl molecule the
phenyl nuclei lie in one and the same plane despite a partial su-
perposition of the hydrogen atmospheres (which are inorthv;~position).
The coplanarity of this compound is obviously caused by special con-
ditions of the molecule package in the crystal, on which occasion the
energy of a slight sphere compression of the.hydrogen atoms is com-
pensated by the convenient plane position. At the same time it is
known that in the liquid and gas 'eous phase the diphenyl nuclei are
not coplanar. This is also true for a number of n- and n'-diphenyl-
substitutes in solutions in the case of lacking substituents in 0-
positions. So far,however,specifications the structure of such deri-
vatives in crystalline condition are lacking. The authors spectLvsco-
pically investigated crystals of the diphenyl ketones within the in-
fra-red domain. Structure formulas for the substanoes I.,IV.are gi-
ven. In the I. and III.: The electron-giving influence of the me-
thoxyl and the amino groups on the ketone group is transmitted on
Card 1/3 diphenyl-n-anisyl-ketone and diphenyl-n-aminophenyl-ketane by phenyl

On Non Coplanar Nature of Phenyl Nuclei In Diphenyl 2O_2~.29/67
Derivatives. ==7,*
cycles, whereas in the II. and IV.s This influence is transmitted on
n-metoxydiphenyl-ketone and n-aminodiphenyl-phenylketone by the di-
pheny! system. The assumption had to be examined that in the case of
a noncoplanarity of the phenyl nuclei in diphenyl the mutual influ-
ence of the metoxy-and amino-groups with the carbonyl group in the
compounds II. and IV.will be smaller in consequence of the destruc-
tion of the conjugation than in the compounds I.and III. As known,the
frequency of the valence fluctuation of the carbonyl group in the di-
reotion of long waves becomes more dislocated the further the -r-.eleo-
tron interaction of the carbonyl group with other electron-giving
groups of the molecule increases. Accordingly the oscillation frequen-
cy of the carbonyl group in the compound I will have to be.smaller
than in the compound II, and the oscillation frequency in 1117' smaller
than in IV. Also polarographical determinations in a dioxane solu-
tion (as far as soluble) were carried out. Furthermore the correspon-
ding benzophones were investigated. As evident from schedule 1 the
influence of the electron-giving group OCH 3 becomes manifest in the
lowering of the characteristic oscillation frequency of the C-0-group.
The NH2-group has a similar effect. From the results of the infra-
red spectra it can be concluded that the reciprocal influence of the
groups in the ketones I and II both in solutions and in crystalline
Card 2/3 condition is less distinguished by the diphenyl system than in the

'_~J\E_WA,FIE4~z~ -YON,
AVTHOR SHEYNKER, Yu.N. 20-5-38/67
TITLE -Tb-_-T-aUU-ff6-r1sm of Acylated Heterocyclic Amines And Its Study
By Means of Spectra.
(Tautomeriya atsilirovannykh geterots*licheskikh aminov i yeye
izucheniye s pomoshchlyu spektrov -Aussian)
PERIODICAL Doklady Akademii hauk SSSR,1957,Vol 113,Nr 5,PP 1080-1083(U-S-S-R-)
Received 7/1957 Reviewed 8/1957
ABSTRACT In previous works it was proved by means of spectra that a-and
r- amine derivatives of the N-heteroaromatio series exist in an a-
mino-and not in an imino-form. This fact may be explained by the
application of the rules of the acid-base equilibrium to the tauto-
meric amino-imino-equilibrium.The existence of heterocyclic amines
in an amino form is in this connection considered to be a conse-
quence of a considerably greater alkalinity of the extracyclic imi-
ne nitrogen atom compared to the alkalinity of the cyclic nitrogen.
This causes a considerable (practically complete) shift or equi-
librium in the direction of the tautomeric amino form.Herefrom the-
re follows the possibility of an influence exercised upon the tautc-
meric amino-imino equilibrium by a modification of the relation of
two nitrogen atoms which are responsiblefor tautomerism: that in
the cycle and that which is extracyclic.Such a modification could
be brought about by replacing a hydrogen atom of the amino group by
electronegative groups of the type of acid residues.The latter could
Card 1/2 reduce the alkalinity above all of the extracyclic nitrogen immedia-

4~
GURRVICH, A.I.; SHNYNM, Tu.N.
Tautowrism in a series of oxyacridines and dioqrbiacridvln. Min.
nau~m i prom. 3 no.1:129-130 '58. (MIRA 110)
1. Toesoyuznyy natichno-Duiledovatellskiy khimiko-farmatsevticheakiy
inatitut im. S. Odrzhonikidze.
(Acridine) (Biacridinium compounds)

79-28-4-54/6o
AUTHORS: Suvorov, N. N. , Sorokina, 11. P. , Sheynker, Yu. N
TITLE: Research in the Field of the Indole Derivatives (Issiedovaniya
v oblasti proizvodnykh indola) V~ 1,'cchanis-i oC the F. Fischer
Rcaction (V.K voproz;~A 0
mekhanizme reaktsii E. Fishera)
PZRIODICALt Zhurnal Obshchey Khimii,1958,Vol.28, Nr 4,PP-1090-1097(USSR)
ABSTRACTz The conversion of aryl hydrazones of carbonyl compounds into
indole derivatives (reaction according to E. Fischer) is the
most important and most widely used method for the production
of the latter. This reaction may be carried out by two ways:
The first is by E, Fischer (Ref 2) and used acids as con-
(lensing agents (mineral acids, anhydrous zinc chloride,
boron trifluoride etc.) , On this occasion there is at least
1 ;~~.ol condensing agent per I mol aryl hYdrazone - practical-
1.11 c: -:rcat excess of it is taken. The second -method is by
,~- Ye, Arbuzov (Ref 3) and is based on thecatalytic decom-
position of the aryl hydrazones. In both cases the formation
of the indole derivative takes place under precipitation of
Card '1/4 1 mol ammonia (in the case of the method according to E.

79-28-4-54/Go
Rese V. 11 Cchanism of the E.
arc-~ in the Field of the Indole Derivatives,
I
Fischer as ammonium salt) from aryl hydrazone. This precipi-
tation takes place due to a previous intramolecular trans-
position of aryl hydrazone.-- The mechanism of this inter-
esting reaction was already investigated in technical publi-
cations (Refs 4, 5). C. and R. Robinson (Ref 5) divided the
conversion of aryl hydrazone into the corresponding indole
derivative into three stagess
1) Tautomeric conversion of aryl hydrazone (I) into the cor-
responding unsaturated hydrazine (II).
2) Ortho-benzidine transposition of the hydrazo compound (II)
into the unsaturated diamine (III).
3) Formation of the indole ring (IV) by precipitation of one
ammonia molecule.
By means of an appropriate process (reaction carried out ac-
cordin.- to E. Fischer in acetic anhydride as medium and al-
kaline saponification of the diacetyl derivative of the un-
saturated hydrazine) the auth6rs succeeded in dividing this
reaction into three stages which agree with the three
stages of the mechanism suggested by G. and R. Robinson.
Card 2/4

79-28-4-54/60
Research in the Field of the Indole Derivatives. V. Mac,,~inism o,,' t'
oi-R2 C
N-tllr
C
H ti
Both intermediate products could be isolated in acetylated
form from phenylhydrazone of the methyl-ethyl ketone used
as example. Their structure and the conditions df their
conversion into the corresponding indole derivative were
investigated. On this occasion a direct proof was obtained
for the correctness of the schem,e by G. and R. Robinson.
Card 3/4 It vras found that the formation of the unsaturated hydra-

79-20-4--54/60
Rcse;ir-ch in Uic Field -)f the Indole Doriw,tivcs, V. ihe
zine takes place under the presence of acid catalysts;.
ortho-benzidine transposition does not absolutely need this
catalysis but can be made also in the alkaline medium.
The fcrmation of the indole ring which can be catalyzed by
hydrogen ions takes place very rapidly. It can be achieved
also by thermal means.
The carrying out of the mentioned formation reactions is de-
scribed in detail in an experimental part. There are 2
figures and 26 references, 3 of which are Soviet.
ASSOCIATION: Vsesoyuznyy nauchno-issledovatel7skiy khimiko-farmatsevti-
cheskiy institut imeni S. Ordzhonikidze
(All-Union Chemical Pharmaceutical Scientific Reseach
Institute imeni S. Ordzhonikidze)
FRLSEITTED - March 11'~ 1957
2
SUBMITTRI)t April 13, 1097
Card 4/4

76-32-2-24/38
AUTHORS: Sheynker, Yu. N. , Postovskiy, I. Ya.
TITLE: The Tautomerism of Some Derivatives of Heterocyclic Compounds
(0 tautomerii nekotorykh proizvodnykh geterotsiklicheskikh
soyedineniy) VI. Spectroscopic Data on the Structure of
9-(p-Oxyphenyl)- and 9-(p-Oxystyryl)Acridine (VI. Spektro-
skopicheskiye dannyye o stroyenii 9-(p-oksifenil)- i 9-(P-
-oksistiril)-akridinov)
PERIODICAL: Zhurnal Fizicheskoy Khimii, 1958, Vol. 32, Nr 2, PP. 394-403
(USSR)
ABSTRACT: The following investigations were carried out: absorption
spectra in the ultraviolet, visible and infrared range of
9-(p-oxyphenyl)- and 9-(p-oxystyryl)-acridine, as well as
the spectra of their methyl-derivatives which correspond to
the standard tautuomeric oxy- and oxo-forms. The ultraviolet
spectra were obtained by means of the C4~-4 spectrophotome-
ter for alcohol- and alcohol-water solutions (in the latter
Card 1/4 case in acidous and basic medium). The oxy-compounds them-

,T6-32-2-24/3&
The Tautomerism of Some Derivatives of Heterocyclic Compounds. VI. Spectro-
scopic Data on the Structure of 9-(p-OVphenyl)- and 9-(p-Oxystyryl)Aoidine
selves were also taken Pn the mixture dioxane-heptane (1 . 1).
The infrared spectra were obtained for substances in crystal-
line state by means of the infrared spectrometer VLKC-11. A
comparison of the spectra shows that the 9-oxyarylacrid-ines
in solutions as well(as in crystalline state are close to
their spectra according to the corresponding methoxy-deri-
vatives and essentially differ from N-methyl-quino--acridanes.
Thus the spectral data completely agree with those of the
chemical and polaro-raphic investigation and prove that the
9--oxyarylacridines are actually oxycompounds. The closeness
(within the ultraviolet and visible range they almost coincide)
of oxy- and methoxycompound spectra make it possible not
only to refute a quinoacridane- but also the third possible
structure for the 9-oxyacrylacridines which corresponds to
the internal structure of the dipolar ion type (V, VI). The
important separation of charges existing with internal ion
structure as well as the impossibility of such a separation
in methoxy derivatives would entrain a great difference of
spectra (especially ultraviolet ones), which, however, was
not observed. Therefore the experimental data do not agree
Card 2/4 with the assumption of an internal ion structure. This final

76-32-2-24/~8
The Tautomerism of Some Derivatives of Heterocyclic Compounds. VI. Spectro-
scopic Data on the Structure of 9-(p-Oxyphenyl)- and 9-(p-Oxystyryl)Acridine
conclusion can also be proved by the comparison of the ultra-
violet spectra of the compounds investigated with the acri-
dine spectrum in neutral, acidous and basic medium. Conclud-
ing it can be assumed that the changes in the ultraviolet
spectrum of the compounds investigated first of all represent
the changes in the acridine nucleus of the molecule. The data
of the infrared spectra show that in the oxycompounds investi-
gated a remarkable polarization of molecules takes place. This
consists in a certain displacement of the electrons from the
O-H binding to the nitrogen atom through the system of double-
-bonds of the molecule and leads to the formation of very
st,able intermolecular hydrogen bonds 0 -H - ITT The OH bond
therefore in the spectra up to 2500-2600 cm is displaced,
which is characteristic only for very stable hydrogen bonds
in "pincer-shaped" structures with a clearly expressed po-
larization of the bonds. - It is shown that the difference
between the 9-(p-oxyaryl)-acridine and the 7-oxyderivatives
Card 3/4 of aromatic 11-heterocycles which are present in form of oxy-

76-32-2;~-24/38
The Tautomerism of Some Derivatives of Heterocyclic Compounds. VI. Spectro-
scopic Data on the Structure of 9-(p-Oxyphenyl)- and q-(p-Oxystyryl)Acridine
compounds can be explained by taking into account the influ-
ence of steric factors on the stability of the one or the
other tautomeric form of the molecule-investigated. Possibly
also the stability of the phenol-system plays a certain part
in the stabilization of the oxy-form. There are 7 figures,
and 9 references, 4 of which are Soviet.
ASSOCIATION: Wsoyuznyy nauchno-issledovatellskiy khimiko-farmatsevti-
cheskiy institut im. S. Ordzhonikidze, Moskva (All-Union
Scientific Chemical Pharmaceutical Research Institute imeni
S. Ordzhonikidze, Moscow). Ural'skiy politekhnicheskiy
institut im. S. U. Kirova.11 Sverdlovsk (Ural Polytechni,_,AlInsti-m
tute imeni S. M. Kirov, Sverdlovsk)
SUBMITTED: November 26, 1956
1. Acridines--Spectra 2. Acridines--Structural analysis
3. Spectrophotometers--Performance
Card 4/4

, 11,
Sheynker, Yu. U., Perevieni, fe. M. sov/'t6-32-9-2I,? ijo
TTTLL: The Vibration Spectra and Alkalinity Constants of Alkvlene
Tmines tKolebatellnyye spektr~y i konstanzy. nsnovnostj
aikileniminov)
.'T? -Ob C I': Ziiurnal fizicheskoy khimii, 1958, Vol 32, Nr 9, pp 2112-21!8
-t;, CT: The authors investigated the following cyclic imines *ith 3 to
7 atoms in the ring: ethylene imine, trimethylene imine,
pyrrolidine, piperidine, and hexamethylene imine. A table lists
the boiling points, refraction of light, density, mole refrac-
tion (found and calculated), and alkalinity constants of these
comnounds. The Raman spectra in M and hexane were measured
4
1" 1 r I) ISP- )1 and ihc- infra-red absorption
'..' ?, -, tu ;:" p ~it;i the ISP-14C --ind IKS,-I I o.vectro-
gr.-tPhs. ior several Ole range P,j to 5,5 ~I was aloo
measured using qugrtz anu lithium fluoride prisms. The absorp-
tion curves are reproduced in a figure. The most important
restilts are: Ringti witi-, smaller number of atoms have higher
O-H frerqu~-ncies and lower N-H frequencies. No correlation is

SOV/'16-32-9-25/116
-iie V,or- tion 'peeLra and -ialinity Constants of Alkylene Imines
observed oetween the position of the N-H frequencies in, the
spectra and the basicity. The dependence of the basicity uvon
the nurqbr-r ul' atorns in the rinz cannot be explained in termc;
of etQric factors. In the linuid state the alkylene imines
are bonded together by hydrogen bonds. There are 1 figure.
I Lftble, and 11 refvrences, 3 of which are Soviet.
1. i'i' 1 f.) N 7sesoyuznv,,i nauchrio-issiedovatellskiy khimiko-farmatsev-
Licheskiy institut im. S. Ordzhonikidze, Moskva (Moscow All-
Union Chemical and Pharmaceutical Scientific Research InsLi-
tute imen-i S. Ordzhonikidze)
~.Prl
Ca r.

5(3)
AUTHORS: Ivan, SOV/2o-123-4-3a/53
Koc'.-letk-ov,
TITLE: Acid Properties of 3-Ac,.-l `Yrazoles ( 0 kislotnykh svoystvakh

PERIODIC.%L: Dol-ladly Akademii nauk SSSTIL, 11~)58, Vol 12;, 'Ir 4,
PP 7o9 - 712 (USSR)
A"ST,".ACT: 3-:,cYl pyrazoluo have propertico, of weak %rcido (Ri.-f 1). To
expluin this the -iuthors assumcd that thn S.alt for.-ation is
accompanied by a taiitomeric displaace:~ient of the double bonds.
The aromatic pyrazole system is supposed to be dictjrbed and
O-netal derivatives formed (Sc'neme I).-The viell known theorem
that the oxy= atom is more .-.tron,,11-.- ne~na'ive than the nitro&en
u
atom. -ahich cnii~,e_- the ne-ative charge to be mainly concentrated
on the oxy,~en atom, tends to drove this. An earlier investioation
(Ref 0 in the laboratory of the aiithors has sho,,-in th--L't, in
the ultraviolet spectra of 3-acyl pyrazoles on thg~ transition
from a neutral to an alkLline nediun an considera'~le lDatho-
chromic dis2lacem-nt occurs. This -,,ould tend to shom chanEes
Card 1/3 of the -,,/,ntcm of n-electrons of t1le, molecule. With 3,5-di-

Acid Prop:rties of 3-10Y! Pyrazolv_-s SO-,I//2c- 1213-4-38/53
6
phenyl-~'-bromo pyrazole which is also acidic, but inca-2fllble
of the above tnuioneric displ;xement, no di-placement in the
:-,pectrUlra occirred (Ref 7). A second pozsibility (Scheme II)
of the acidity in question is t',.at the 11-H bond in the
pyrazole nuclcms is polari~!ed, which ma!7es po,-.sible the
separation of hydro;,reri as proton. This may occur Oue to
the action of the itlootron acceutor effect of the carbonyl
Ref s 6, 1 D)
~~i-oup of the acyl r_n~ical linked with the ni~clcus (I
After the first ex,)lanation (Ref 6) hac! n3t ma-de possible
a definite choice betvcen sche-e (I) and (I!), the authors
investi-ated the infrared srect-ra of the acyl pyrazoles and
their -netal deriv,-Ltives. FiTure 1 dives the results obtained.
T''-ey caulked the !7iuthors to comDletcly drop the as2umrltion
thL~t 11h,2 oalt formation of the acyl pyrazoles leading to
the for:- ation of 0-metal derivatives (Scheme I) takes place.
In conn.~ction here,;,ith also the earlier acsumDtion (Ref 6)
of a ta-utorlerism of the 3-acyl radicals is dropped. It be-
comes clear th~;t as far as there is -a carbonyl 6-roup in the
metal derivatives of the 3-acyl pyrazoles the salt formation
of thece cor,.-.pounds is connected .,iith the polarisation increase
Card 2/ 3 of thdil-H foriantion of the pyrazole nuclous unler the electron

t
Acid Propertiev of 3-Acyl Pyrazoles
acceptor effect of the acyl group (Scheme II). Apparently the
disturbance of the aromatic pyrazole nucleus, in spite of the
high electrone-ativity of the oxygen atom, represents such a
great hinderance that salt formation with the nitrogen atom is
an energetically advantageous process. The mentioned batho-
chromic displacement is probably connected with a certain de-
formation of the system of n-electrons of the pyrazole nucleus.
This is also proved by the above,mentioned displacement of the
bands of the C= 0 group in 'the spectra of the 3-acyl pyrazole
salts. There are 1 figure and 13 references, 5 of which are
Soviet.
ASSOCIATION: Moskovskiy gosudarstvennyy universitet im. Ii. V. Lomonosova
(moscow state University imeni 11. V. Lomonosov)
PRESENTED: July 1, 1958, by A. If. Nesmeyanov, Academician
SUBIMITTED: June 25, 1958
Card 3/3

MADAYEVA, D.S.; SEROVA, N.A.; CHETVFaIKOVA, L.S.; SHEYNKER, Yu-..N.-,;.
KICITMOr V.I.
Investigation of some saponin-bearing plants for their content steroid
saponin. Trudy VILAR no. 11:2.29-236 '59. (MIRA 14:2)
(SAPONINS) (BOTANY, IEDICAL)

YAKHONTOT, L.N.; KOLPAKOVA, V.V.; SHEYMM, Yu.N.; PIMVACHEVA, T.D.
Scientific research in the institutes of the Czechoslovak Republic.
Med.prom. 13 n0-11:55-58 N 159. (MM 13:3)
1. Vsesoyaznyy nauchno-iseledovatellskiy khimiko-farmateevtsevticheskiy
institut imeni S. Ordzhonikidze.
(CZECHOSLOVAKIA--PRARMAOSUmLICAL RESEARCH)

TAKHONTOV, L.N.; KOFLAKOVA, V.V.; SHRYNKER, Yu.H.; PERVACHEVA, T.D.
Research at institutes of the Czechoslovak Republic. Med.prom. 13
no.12:52-55 D 159. (MIEtA 13:4)
1. Vaesoyuznyy nau--hno-issladovatellskiy khimiko-farmatsevticheakiy
institut iment S. Ordzhonikidze.
(CZECHOSLOVAKIA--CHEMISTRT, MEDICAL AND PHARMACK"ICAL)

SOV/79-29-3-49/61
Suvorov, N. IT., Sorokina, N. P-
Sheynker, Yu. N.
A~ Investieations in the Fie"d of Indole Derivatives (Issledovaniya
v obla-sti proizvcdnykh indola),Vi. The Mechanism of E. FJ' 'scher's
Reaction,Investigation of the Transformations of the Ylethyl-
phenylhydrazone of the Methyleth-71 Ketone (VI. Idekhanizm
reaktsii E. Fishera. Izucheniye prevrashcheniy metilfenil-
Gidrazona metiletilketona)
PERIODICAL: Zhurnal obahchey khimii, 10,59, Vol 29, Nr 3, PP 979-985 (USSR)
ABSTRACT: The authors showed earlier that the pheny1hydrazone of
meth,,lethyl ketone gives in the case of heating with the
acetic acid anhydride in the presence of n-toluene sulfo acid
the 2-(N,NI-diacetyl-p-pheziylhydra--~Lpe)-.I,utere-2 in a high
yield. This compound is the diecetyl derivative of the
enhydrazine, the first inte=edi--te product. of Fischer's
reaction (Ref 1). The problem ef th; behavior of the methyl-
phenylhydrazone of the methylethyl ketone (1) under analogous
conditions was of theoretical inte-l-est. The theoretical
assumption by the authors that the last reaction is bound to
Card 1/3 proceed differently from that with the not substituted phenyl-

InvestiCations in the Field of Indole Derivatives. S07175-2~Q-3-49161
VI. The Mechanism of E. Fischer's Reaction.
InvestiE;ation of the Transformations of the Methyl-
phenylhydrazone of the Methylethyl Ketone
hydrazone was experimentally confirmed. By means of distilla-
tion in vacuum, the chromatography on aluminum oxide, and
repeated re-crystallization five compounds could be separated
from the product obtained in the case of boiling of the methyl-
pheny1hydrazone of the methylethyl ketone with the acetic acid
anhydride in the presence of n-toluene sulfo acid. One co-a-
pound turned out to be an N-methyl acetanilide (II), the other
one a P-acetyl-a-methyl-a-phe,-iylhydrazine (III). The formation
of these products is explained by the low stability of the
11-11- and C-11 bonds. The other three compounds were isomeric
to one another. They all form 2,4-dinitro-phenyl-hydrazones -
a fact which points out the presence of a carbonyl group. The
elementary composition, the capability of forming red picrates,
as well as their infrared spectra permit the assumption that
these compounds are acetyl-1,2,3-trimethyl-indole-isomers and
differ from one another only by the position of the acetyl
.-roup in the benzene ring. The two figures show the inff~ar--id
Card 2/3 and ultraviolet absorption srectza of the compounds obtainej,

Investigations in the Field of Indole Derivatives. SOV/79-29-3-49/61
VI. The Mechanism of E. Fischer's Reaction,
Investigation of the Transformations of the Methyl-
phenylhydrazone of the Methylethyl Ketone
There are 2 figures and 6 references, 3 of which are Soviet.
ASSOCIATION: Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut im~ni S. Ordzhonikidze (All-Union Scientific Chemico-
pharmaceutical Research Institute imeni S. Ordzhonikidze)
SUBIMITTED: February 6, 1958
Card 3/3

1
50)
AUTRORS: Levshina, K. V., Chizk-ov, A. K., SOV/79-29-4-31/77
Sheynker, Yu. N., Sergiyevskaya, S. I.
TITLE: Sulfonic Esters of the Cyclohexane Diols and the 1,4-Butane
Diol (Sullfonovyye efiry taiklogeksandiblov i 1,4-butandiola)
PERIODICAL: Zhurnal obahchey khimii, 1959, Vol 29, Nr 4, pp 1184-1188
(USSR)
ABSTRACT: Some alkyl sulfonic esters of aliphatic diols proved to be
useful active agents against some kinds of cancer. The authors
had to decide whether the amount and structure of the radical
of sulphur had any dffect on the biological properties of the
sulfonic esters'of 1,4-butane diol, and whether the diol
necessarily belonged-to-the-aliphatic series. Alkyl sulfonic
esters of -1,4-butane diol.with.-the-radicals C 2H~ C3 HTI-cyclo-C6R11
and alkyl sulfonic esters of the isomeric cyclohexane diols
(112;193;1,4) were synthesized. All these compounds were
obtained through a transformation of the corresponding sulfo-
chlorides with the diols in watJer--P-free benzene and in the
presence of triethyl amine. The synthesis of the sulfochlorides
Card 1/3 was carried out according to references 2 and 3. The initial

Sulfonic Esters of the Cyclohexane Diols and SOY/79-29-4-31/77
the 1,4-Butane Diol
cyclohexane diolB were prepared by catalytic hydrogenation
of the corresponding bivalent phenols. Particular interest
was caused by the alkyl sulfonic esters of the 1,4-CYClohexane
diol, since they are structurally closest to the highly active
esters of 1,4-butane diol. For this reason not only methane,
but also ethane and propane sulfonates were obtained. The
mixture of stereo-isomeric 1,4-cYclohexane diols was separated
by recrystallization into cis- and trans-compounds. Starting
from the cis- agd .trans-diols two series of.alkyl sulfonates
were obtained. The assumed cis-.and trans-forms, however,..had
identical melting points and physicochemical propertie"'AA-W-ir
infrared absorption spectra were identical as well,,whii,4 ", those
of the initial 1,4-diols and the isomeric alkyl sulfonates of
the 1,2- and 1,3-cyclohexane diol were-different (Pigs 1,2).
Thus it was proved that only one-product-forms by the reaction
of the corresponding alkyl sulfochlorides with cis- and trans-
1,4-cYclohexane diols, and that, consequently, anL.inversion-of
the less stable form into the stabler one takes place in the
Card 2/3 course of the reaction. Since thechange of the alkyl group in

Sulfonic Esters of the Cyclohexane Diols and SOY/79-29-4-31/77
the 1,4-Butane Diol
the synthesized 1,4-alkyl sulfonates of the cyclohexane
(methyl-, ethyl, propyl sulfonates) does not cause any sizable
changes in the spectrum (Fig 3), it may be assumed that
various alkyl sulfonateu exhibit the very same configuration,
and that the form in question is the stable trans-fora. The
biological properties of the compounds obtained generally
correspond to -those of "milerane" (Mileran). There are
3 figures, 1 table, and 8 references, 3 of which are Soviet.
ASSOCIATION: Vsesoyuznyy nr,.~uchno-issledovatellskiy khimiko-farmatsevti-
cheskiy institut*imeni S. Ordzhonikidze-(All-Union Scientific
Chemopharmaceutical Research Institute imeni S. Ordzhonikidze)-
SUBMITTED: February 10, 1958
Card 3/3

11(~) SOY/"j9-2q_8_6o/ui
~IUHORS: Yashunskiy, Y. G.# Yasillyeva, V. F., Sheynker, Yu. N.

On the Aromatic Properties of Sydnones
,-RIODICAL:
(USSR)
Zhurnal obshchey khimiit 1959, Vol 29, Nr 8, pp 2712-2716
AB3TRACT: Among the so-called mesoine compounds the sydnones are of
particular interest since they are highly reactive. Of special
importance is their capacity of replacing the hydrogen in
position 4 (Ref 2), especially by chlorine and bromine (Refs 2,
R--N CH
3 4

+ C-4
1
1
>
"__
2 1 (A)
N 0
On the strength of these data it was assumed that the sydnonea
are of aromatic nature. In the pentacyclic ring there are totally
71W electrons in the state 2pZ; one of them may be given to the
exocyclic oxygen atom so that a certain negative charge concen-
trates on it, while 61Y electrons remain in.the ring which
Card 1/3 contains a great positive charge. These latter 6Tr electrons form

On the Aromatic Properties of Sydnones SOV/79-29-6-60/81
the aromatic system. However, experimental data hitherto obtained
do not suffice to confirm this assumption. In this connection the
present investigations were carried out. The authors sulphurized
a series of sydnones with dioxan-sulphotrioxide in a dichloro-
ethane solution at 20-400. The reaction took place with the
3-phenyl-, 3-(u-methoxyphenyl)-, 3-(n-ethoxyphenyl)-,
3-(m-chloropheuyl)-, and 3-ethylsydnune. The three latter.
compounds have hitherto been unknown. They were obtained by
reaction of the corresponding N-nitroso-ck-amino acids with the
anhydride of acetic acid. The treatment of the reaction mass
after sulphurization was the usual one. The sulphonic acids were
separated out in the form of their barium salts from which'the
benzylthiuronium derivatives of the acids were prepared. The
second reaction characteristic of aromatic compounds which was
carried out here was the mercurization. reaction. During the
treatment of the aqueous-alcoholic solution of the 3-phenyl-
sydnone with HgG12 two compounds were-separated;
4-chloro-(3-pheriylsydnone)-mercury and di-4-(3-phenylsydnone)-
mercury. During the mercurization of the 3-phenylaydnone with
mercury acetate a considerable quantity of 4-acetatemercury-3
Card 2/3 -phenylsydnone was separated which was then transformed,

-,h.-- Aroma-tic Properties of Sydnones SOV/79-29-8-60/81
-with salt solution, into the chloromercurysydnone and its
symmetric derivative. The easiness with which the hydrogen atom
in the sydnones can be replaced by the sulpho group and mercury
thus confirms the aromatic nature of these compounds. Another
factor which indicates an aromatic characte-.- are the infrared
absorption spectra of the sydnones. The presence of the spectral
bands corresponding to the carbonyl group is therefore not in
agreement with the structural formula of the sydnones hitherto
assumed. There are 1 figure and 7 references, 1 of which is Soviet.
ASSOCIATION: Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut imeni S. Ordzhonikidze (All-Union Scientific Chemo-
pharmaceutical Research Institute imeni S. Ordzhonikidze)
SUBMITTED- July 59 1958
Card 3/3

SOV/76-33-2-10/45
TH, Sheynker, Yu. Postovskiy, I. Ya., Voronina, 11. M.
'Pho Tnotitomerism of Several Heterocyclic Derivative:3 ( 0 tau-
to;Eerii nekotorykh I)roizvodnykh geterotsiklicheskikh soyedi-
neniY). VII. Spectra and Structures of the Oxy and 1!ercapto
Derivatives of Thiazole, Thip-diazole, and Triazole (VII.
5-),il~try i stroyeniye oksi- i merkaptoproizvodnykh tiazola,
tiadiazola i triazola)
2 T_ I " D CA L "hurnal fizicheskcoy khimii, 195'.1, Vol 33, I-Tr 2,
Pz 3o'_1 - .1o9 (US".,,q)
In -ontinuation of previous work (Ref 1) the authors inves-
ti,-ated the effect of the sulfur atom upon the relation
between oxy and oxo tautomeric forms with the purpose of
finding re- larities corresponding to those reported in
Q 4:111
reference 1. The structitres of 2-oxy and mercapto derivatives
of thiazoles, thiadiazoles, and triazoles as well as the
structures of 2-oxy- and 2-mercapto-1,3,4-triazoles were
ntiidied using infra-red and ultra-violet spectra. A IKS-11
~ipparatiis xas used for the infra-red sturlies while a SF-4
C~1~. 1,13 spectro7)hotometer .-ias used for the ultra-violet studies. The

The T,'-~utomerirm of Sevc-raal fletQrocyclic Derivatives.VII. SOV/76-33-2-10/45
~j !ectr.~~, and Strnetures of the Oxy and !!ercapto Derivatives of Thiazole, Thia-
7~nd Triazole
c:-nt!iesis of the thiazole compoundz was carried out by
V. V. Kushkin. Among the synthetic methods used were those
bY Tccherniak (Chernyak)(Ref 8), Hantzsch (Ganch)(Ref 2),
tl-e nodifik~d method of Stolle and Fehrenbach Shtolle and
F'e'rcnbakh) (Ref 9), and the methods of Busch Rush)(Ref 13),
and "Widman (Vidman)(Ref 10). The experimental results show
(Fijs 1,2). that an oxo and not an oxy form is present in the
oxy compounds investigated, which have crystalline form. The
apdc-arance of a high-frequency band of the C=O bond on one
sj.de and a loz-frequency band on the other indicates that
in the crystalline state the carbonyl groups of some oxy
deriv-tives only partially participate in the formation of an
inter-mol-cular hydro&en bond -NH ... O=C. It is possible
that a hydrogen band of the type -NH .. Hal will form when
a I-zalol::en atom is present in the 5 position of the oxo and
thion colmpounds. The infra-red spectra indicate that a thion
,ind not a thiol 1~'orm of the 2-mercapto derivatives is present
in thiazoles and triazoles. Dimercapto thiadiazole

T`.'._- of Seve~,_al Heterocyclic Derivatives. VII. SOV/716-33-2-10/45
3- -Ctra =i Sti-it("!'res of the Oxy and "ercapto Derivatives of Thiazole, Thia-
d 4_1-~-~~_'e, -i::d Trinzole
,,ossesses a thion-thiol from, i.e., it is a 5-mercapto
t'liadi~-_ole-thion-2 and corresponds to the derivatives of
the pyridazines and phthalazines, which are explained in
ter---is of the system -CX-'1TH-TTH-CX- (X=S,O). The sulfur atom
does not change the acid and alkali properties of the tauto-
meric azol forms (corresponding to the heterocyclic compounds
with a -CH=CH- croup in place of the S atom). There are 6
fiJurez and 13 references, 3 of which are Soviet.
1=V'1-"7ICF: Khiziiko-farma-tsevticheskiy institut im. S. Ordzhonikidze
',-.osl:va(Chemical-Pharmaceutica1 Institute imeni S. Ordzhoni-
kidze, Moscow)
Urallolkiy politel~hnicheskiy institut im. S. 1.1. Kirova Sverd-
lovsk (Ural Polytechnical Institute imeni S. M. Kirov,Sverd-
lovsk)
SU131'.1ITTED: July 4, 1957
~."rfl -,,'7

5(.4) SOY/76-33-4-21/32
AUTHORS: Gurevich, A. I., Sheynker, Yu. IT.
TITLE: On the Tautomerism of Some Derivatives of Heterocyclic Com-
pounds 10 tautomerii nekotorykh proizvodnykh geterotsikli-
cheskikh soyedineniy). VIII. M*ared and Ultraviolet Spectra
and the Structure of Oxyacridines and Dioxybiacridyls (Viii.
Infrakrasnyye i ul'trafioletovyye spektry i stroyeniye oksi-
akridinov i dioksibiakridilov)
PERIODICAL: Zhurnal fizicheskoy khimii, 1959, Vol 33, Nr 4, PP 883-892
(USSR)
ABSTRACT: In previous papers (Refs 1-4) it was shown that the monoxy
derivatives of various N-containing heterocycles exhibit ar.
oxo and not an oxy form, when in solution. The tautomerism
of the dioxybiacridyls synthesized by the authors (Ref 8) was
hitherto not investi--ated. Because of several contrasting
U
data found in publications, a thorough investigation of tau-
tomerism in oxyacridines (II) is also of interest. For this
purpose in the case under review, the autubors investigated
the infrared absorption spectra of the substances in the crys-
talline state, and the ultraviolet and the visible absorption
Card 1/3 spectrum in solutions with solvents of different polarities.

SOV/76-33-4-21/'32
On the Tautomorism of Some Derivative-9 of Heterocyclic Compoun1s. VIII. In-
frared and Ultraviolet Sp-ctra an"' the Structure of Oxyacridines a-d Dioxy-
hi,
~.icridyl:,
"he infrared absorption s-ectra were obtained on the spectr3-
:::etfer IFS-11, and the ultraviolet and the visible absorption
spectra on the spectrophotoraeter SP-4. The method of synthe-
sizin- all the isomeric oxy- and methoxy acridines, as well
Lo
ans the dioxy- and dimethoxybiacridyls had already been des-
cribed (Ref 8). The results obtained are tabulated (Tables 1, 2)
alonG with some spectral curves (Figs 1-7). It was found that
in the crystalline state, 4-oxyacridine and 4,41-dioxy-9,91-
biacridyl have an oxy structure with an intramolecular hydro-
.-en bond 011 ... N. The other compounds (I) and (II) (except
acridone-9) have likewise an oxy structure, but with a very
otrong intermolecular hydrogen bond OH...IT and a strong mole-
cular polarization. To be true, these bonds may possibly
occ-,.!r as hybrid ions. An oxy-oxo tautomerism was observed in
'Eie solutions of I- and 3-oxyacridine and 1,11- and 3,3'-&W-9,T-
bda=idyl. 4-o-cyacridine does not exhibit any tautomerism, where-
as in the case of 2-oxyacridine a tautomerism was observed
under the participation of oxy- and hybrid ion form. Acridone-9
is completely in the oxo-form even when in nonpolar solutions.
Card 2/3 A si;ecial case was offered by 4-oxy acridine, i.e. 'the oxy-

SOV/706-33-4-21/32
On the Tautomerism of Some Derivatives of Heterocyclic Compounds. VIII.
infrared and Ultraviolet Spectra and the Structure of Oxyacridines and
Dioxybiacridyls
form is stabilized by an additional intramolecular hydrogen
bond. The necessary conditions for an oxy-oxo tautomerism
are complied with in the solutions of 2,21-dioxy-9,91-bi-
acridyl, in which connection the required coplanarity of the
molecule cores (corresponding to the oxo-form) is explained
without taking into consideration oteric hindra6ae . There
are 7 figures, 2 tables, and 16 references, 6 of which are
Soviet.
ASSOCIATION: Khimik-o-farmatsevticheskiy institut im. S. Ordzhonikidze Moskva
(Chemico-pharmaceutical Institute imeni S. Ordzhonikidze
!Ioscow)
SUBtTITTED: October 1, 1957
Card 3/3

5W 5 OV/7 6 - 331 -8-2 6 13 9
AUTHORS: Sheynker,, Yu. ~~, Pomerantsev.., Yu. I.
TITLE., On the Tautomerism of Some Heterocyclic Compound Derivatives,
IX. Structure of the Salts of Oxyderivatives of the Hetero-
cyclic Seriez
PERIODICAL: Zhurnal fizicheskoy khimii, 1959P Vol 33~ ITz 8; pp 1819-1829
(USSR)
ABSTRACT: Investigations of the infrared spectra (IS) of metallic salts
(MS) of some heterocyclic oxycompounds were carried outp the
latter being mainly crystalline or~, in some casesp dissolved
in D20 or ethanol. The (IS) were photographed b~ a speotro-
meter IKS-11; (NaCl-prism). By comparing the (IS of the salts
of monocompounds with the (IS) of the idt1al ozycompounds as
well as of the derivatives methylated at.the nitrogen- or
oxygen atom (according to the two possible structural forms),
it was Dossible -to discuss the presence of an oxy- (or lactim-)
structuie. Inier aliag the following observations were made:
The (MS) investigated containg both in the crystalline and
dissolved staies, (IS) without the spectral band of the
Card 1/3 carbonyl group. They exhibit, for instanceg the waves 1600~

I SOV/76-33 -8-26/39
On the Tautomerism of Some Heiero-lyclic Compound Darivativea, TX, Struavare
of the Salts of Oxyd-gri7atives of the Heteracyclic Seriea
4
K--, Ag-, and Ba-
1542, 1480- --430, and 1340 _.M (Li Na
salts of 2-oxypyr-Aine), which suggests a.lactim structure
(LS). The (LS) 41.s characteristio not only of the salts of
monoxyderlivati-vi,s but a1sc of the galts of the polyvvyoompounda~
such as dio.~-yquinoxaline, cyanuric acid, and barbituric acidv
etc. The furmati,7,r, of (MS) of the a- and )-oxyderivatives of
the N--heisrocyolic series comes about by a molecule shift
from the lactam- to the lactim s4xu--.ture. In all compounds
in-ve3tiga%6d, the meta). atom was added to ihs oxygen stomf
not the nitrogen atom of the ring). (MS) of metals ~f dil-
ferew ele0ropoeiti-eeness were used. If there vare any
carbonyl-amide groaps ii the molecule of the oxycompoundq the
salt forma-bicn took place by a gradual enolization 0E) of
these groups by a gradual exchange ef Ahe hydrogen, aicms (H)
with the mstal atoms (Me With compounds of a combined
Oxy-oxo stx~vcture (N-dioxyderivatives cf pyridazine and
phthalizine) *hs H --Me exchange was restricted to -vh-c- oxy-
group while there vas no (E) in 'the second carhoriyl~,amida
group, The excessi-72 negativ,-,~ charge (caused by the polarization
Card 2/3 of the 0--Me bond) in ihe crystalline salts, as well as the

SOV/76-33-8-26/39
On the Tautomerism of Some Heterocyclic Compound Derivatives. IX. Structure
of the Salts of Oxyderivatiyes of the Heterocyclic Series
total negative charge of the salt anions-in the solutionsp
is concentrated at the oxygen atom, not ilia nitrogen atom (of
the ring). The capacity of (R) in the salt formation of the
compounds investigated is not due to-the-heterocyclic struc-
ture but also occurs in the case of carbonylamide groupings
in an open chain. There are 8 figur".and-18 references,
13 of which are Soviet.
ASSOCIATION: Khimiko-farmatsevtichaskiy inatitut im. S. Ordzhonikidze
Moskva
(Chemico-pharmaceutical Institute imezLi S. Ordzhonikidze,
Moscow)
SUBMITTED: February 11, 1.958
Card 3/3

5(4) SOV/76-33-Q-33/37
AUTHOHS: Sheynker Yu. N., Peresleni, Ye. Y., Zosimcva, 11. P.,
s
TITLE: On the Tautomerism of Some Derivatives of Heterocyclic Compounds.
X. The Tautomerism of Acylated Heterocyclic Amines
P--'RIOD7CAL: Zharnal fizicheskoy khimii, 1959, Vol 33, Nr 9w
pp 2oQ6 - 21o9 (USSF)
ABST.1,1CT.- The simplest method of changing the amino-form (I) into the
imino-form (11) of 'ieterocyclic amines is based on the sub-
stitution of an electronegative group ( an acid residue, for
example) for the hydrogen atom of the amino group. Supposing
that the introduction of such aci-difying groups of various
electronegativity will produce also a proportional variation
in the equilibrium between (I) and (II) of the resultant
compounds, the acylated amines of the following heterocycles
were investi-ated: pyridine, thiazole, thiadiazole, quinoline,
pyrimidine, benzothiazole, and acridine. The residues of the
following acids were introduced: acetic, benzoic, monochloro
acetic, dichloro acetic, trichloro-acetic, trifluoro acetic,
Card 1/3 methane sulphonic, sulphanilic, benzoyl sulpho, and nitric acid.

On "he Taitomerism of Some Deri,tatives of Heterocyclilc SOV/76-33-9-33/371
Com.nounds. X. The Ta-utomerism of Acylated Heterocyclille Amines
I
The authors determined the structure of the resultant compounds
as well as their tautomeric form in solutions (water, ethanol,
diaxane, n-heptane) from the infrared absorption spectra
(spectro.meter of the !KS-11 type) ~n crystalline state and
from the ultraviolet absorption spectra (spectrophotometer of
the SP-4 type ) in solution, The spectra of the amides obtained
were comiDared with theIr methyl derivatives (with fixed amino-
or imino structure), and the characteristic bands in the infra-
red spectrum of the pure substance were then examined. The
compounds under investication and their zaeltin~ ooints are
listed. The infrared spectra (Figs 1-3, 7) indicate that all
compounds with substituents of strongly acidifying properties
exhibit (II) as -aay be found even better in the ultraviolet
soectra (Fio,,s 4-6). The amount of (II) increases with 'he sol-
vent polarity and depends on the nature of the heterocycle.
Acyl amines may assume or may be composed of both.
The ecuilibrium content of (I) and (II) was determined from
the uitraviolet spectra, and herefrom the authors calculated
the constant of the tautomeric eauilibrium (Table 1). The pre-
Card 2/3 serce of a linear dependence between the tautomeric equilibria

On the Tautomerism of Some Derivatives of Heterocyclic SOV/76-33-9-33/37
Co;nDounds. X. The Taatoi.~.erism of Acylated HeLerocyclic Amires
of two different solvents (as has already been shown by
1d. I. Kabachnik (Ref 6) confirms that the tautomeric systems
under discussion obey the Broensted-Izraylov rule, i.e. the
laws of equilibrium between acid and base. There are 8 figures,
1 table, and 9 references, 8 of which are Soviet.
ASSOCIATION: Vsesoyuznyy nauchno-issledovatel'skiy khimiko-farm.--tsevtiches-
kiy institut im. S. Ordzhonikidze (All-Union Scientific Che-
mico-pharmaccutical Research Institute imeni S. Ordzhonikidze)
SUB'.ITTED: Yovember 21, 1958
Card 3/3

'-(jc '-i, Sc-i (.Jiss) "Tautaiferism in a nmui.~ber of
he L"--oc,-,,-cJ-i-c com-,,ounas anj its study the aid of siDectra." IvIoscow,
1 C Acadeiiiv of 6cieiices USER, Inst of Elementorganic Compounds);
150 copies; price ilot driven; lli.~;t of author's work at end of te.,.:t (22
en'tries); (VL, ,--U-60, 12--,)

1-- -7
PHASZ I BOOK -EXPEOTTATION sov/4186
Akademlya nauk SSJR
Stroyenlyo veshchestva I spektro skopiya (Structure of Katter
and Spectroscopy) Moscowt Izd-vo AN 333H, 1960. 113 P.
Irrata slip inserted. 2,300 copies printed.
&d.i X. V. Astaichovo Fror*:sor;,lTa:h. Zi:e T. P. Pol*novaL.
tURMSEr Thla coll#ctloh f &r 0l 8 is ntended for physicists
and chemists Interested in %ectroscopic methods or research
and relatod problems.
on the otructu" of =olecul
COVZRXOZt The articles contalned in this collection am
taken from the editorial files of the Zhurnal ritichaskoy
khWA (JVurnal of Physical chemistry) and a" concerned
-Ith spaCtroscoplo methods In research an the structure of
molecules, the hydroged tondp Isotopic efrects, problems
In --gnotochemistry, the structure of aqueous solutions of
electrolyte*, and the chemistry of complex compounds. Refer-
encea accommany WividuLl articles.
rivov&mv, V. M., And H. D. Ord.Yntseva. Features or Spec-
trOsOOPIC Kanifest&tlo-n--Or-lWrYg-eiF-EFona Inn-Nitmanilln.
P1020aules 20
The'authors thank Ya. S. 15obovich and V. 3. Noporent, for
their Interest.
Lxqhtc~ XA -.N.. and Ye. M. Pereeleni tKhlmlko~ farmatsevti-
~Y' Lnstltut In. 37-0-i~,zonrAfdzs- (Chemical Ph&r-a outl-
Cal Institute Imonl S.'Ord 'hanikIdzoA. TautomerLom ore
C rtain Derivative Heterocyclic Co.pojnjo. XI. The Dautero-
I;fect at Tautomerle Equilibrium and Spectra of M-Deutro-
RCYlatsd Heterocyclic Aminas 28
Shlgorln, D. X., and T._O
VRta?a-d3VE-1701ka-khl-ticheoiciy InOtltut I.. L. YA. Ka-.-p3v
-TYlijaiiiocnemleal Institute i.-ani L. Ya. Karpo';'13w" I1iitItuZ---
blolOglchoskoY 1 modItsln3kay khizil X-N 33,3H CIn3t1tute of
Biological and Medical Cho-dstr7 of the Academy of Medical
01. Intemolocular Interaction and Oscillation
.3clences USS
Spectra or Acetylene Compounds 36
JM~.k.,Ikly p,,1LgoSj-
cheskly 7 na-Mo3cov Podago,;Ical Ln-
stituto I= V P pots; ni Abayrption Spectra of Derivatives
N 'hyl - Anillm 41
Y, V. A.'v aft'~It. Ye. umanov tMookovskly pedagogi-
ch*s~ciy institut IM. V. P. Potemkina (Mascow Pe'lagogIcal
Institute Imeni V. P. Potemldn)j. Absorption Spectra or
Derivatives or H-Eo-(2,4-DinitMS)henyl)-Kthyll-AIV~14.ne 53
Rabinovich 1. B. [Gor*kov3kiy gosu.1arstyeo.,yy universitet
~=-)VlklY tOOr'kI7 StAt4 University Ine.11
X. 1. Lobachavski 1. Erfeat or Displacement of Hydrogen by
Deutari= on the olal V31=e of Liq-4i.13 62
Card 3/6

RESM&ANOV, A.-N., akad.; PEREYKWVA, N.G.; 5DUKOVA, N.A.; SHEYNIC'Na,
Tu.N.; RE~fMTOVA, M.D.
Formation of the 1,2,3-omadiazine ring in the reaction of
1,11-diacetylferrocene with aryldiazonium compounds. Dokl.AN
SSSR 133 fio.4:851-854 Ag 160. (MIRA 13:7)
1. Moskovskiy gosudarstvennyy universitet imeni M.Y.Lomonosova.
(Oxadiazine) (Ferrocene) (Diazonium compounds)

T
TERhTT11EV, A.P., otv.red.; ALIMAJUN, I.P., red.; GMIMAN, N.E.. red.;
KLIHOVA, V.A., red.; KRESHKOV, A,P., red.; KUZNETSOT, V.I., red.;
LEVIN, E.S., red.; PODGAYSKAYA, Z.I., red.; RUMDZE, Ye.G., red.;
TALIROZE, V.L., red.; T.'AJKMMH, A.M., red.; SOMYAKIN, P.M., red.;
SHEYNKE11, Yu.N., red.; YMIKAKOV, M.S., tekhn.red.
[Conference on organic analysis] Soveshchanie po organictieskomu
analizu. Tezisy dokladov. Moskva, Izd-vo Mouk.vniv., 1961. 170 p.
(MIRA, 14:4)
1. Soveshchaniye po organicheskoma analizu. 1961.
(Chemistry, Analytical-Congresses)
(Chemistry, Organic-Congresses)

GUMICH, A.I.; SHEYNKER, YU.N.
Structure of 4-hydroxy-9-acriAnn ne. Zhur.wilo 6 no.1:116 161.
(MI RA 14:3)
1. Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut im. S.Ordzhonikidze.
(Acridanone)
t
I

SUVOROV) N.N.; OVCIIIMIIKOVA, Zh.D.; SREYNKL-a, Yu.N.
Derivatives of indole. Part 11: Synthesis of 5-pyridazo-(4,5-b)-
indole. Zhur.ob.khim. 31 no,"7:2333-2339 JI 161. (MIRA 14:7)
1. Vsesoyuznyy nauchno-issledovateliskiy khimiko-farmatsevti-
cheskiy institut imeni S. Ordzhoni~idze. -
(Indole)

-SHEVIK~--.R, Yu.11.5 PERESMIJ, Ye.M.
Tautomerism of some derivat-es of heterocyclic compounds.
Part 12: Tempe-sture dependence and some thermodynamic character-istuic-5
of the am.;'ne-iiiine tautomeric equilibrium of acylated heterocycli.-;
amines. Zhur.fiz.khim. 35 no.11:2623-2627 N 161.
(IRIRA 14:22)
(Amines)
(Heterocyclic compounds)
(Tautomerism)

ZAITSEV B.Ye.; SHEYNKER YU.N.; KORESHKOVY Yu.D.
.4
Infrared spectra and structure of some nonbenzoid aromatic compounds.
Dokl.AN SSSR 136 no.5:1090-1092 F 161. (MM 14:5)
1. Institut khl-ii prirodnykh soyedineniy AN SSSR- Predstavleno
akad. M.M.Shemyakinym.
(Aromatir- compounds-Spectra) (Carboh
,y1 group)

ZArIjLI,ry B. Y,,3.,- KORCSfEKOV, Yu.D.; VOLIPIN, H.Ye.; SHEYUKER, Yu.N.
Stnicture of diphenvlcyclopro none and tropone salts. DoU.
AN SSSR 139 no.5:1-107-11119 ACT 161. (MIRA 14:8)
1. Institut khimii prirodny4,ch soyedineniy All SSSR i Institut
elen,entoorganicheskikh soyedinerLiy All SSSR. Predstavleno
akadew-iko,a M.I.I. Shc-myakinym.
(Propenone) (Cycloheptatrie'none)

POSTOVSKIY, !.Ya.; BEDNYAGI?J.,t, N.P.; CENYAVINA, L.B.;
�E9MKZR,
LIPATOVA, L.F.
Equilibrium between the tetrazole and azide forms in benzothiazole-
tetrazole. Dokl. AN SSSR 141 no.6:1382-1390 D 161. (MIRA 14:12)
1. Urallskiy politekhnicheskiy
khimii prirodnykh soyedineniy
M.I.Kabachnikom.
(Benzothiazole)
institut im. S.M.Kirova i Institut
AN SSSR. Predstavleno akademikom
(Tetrazole) (Azides)

SUVOROV, NA,; PREDBRAMENSKAYA, M.,N,; UVAROVA, N.V.; SHERIKER, Yu.N.
Synthesis of benzo-substituted indolyllsopropylamines. Izv.AN
SSSR Otd.khim.nauk no.4.-729-730 Ap 162. (MMA 15:4)
1. VgesoyuzrVf nauchno-issledovatel'skiy khimi-l-o-farmatsevticheskiy
institut im. S.Ordzhonikidze i Institut khimii prirodnykh
soyedineniy AN SSSR~
(Amines)

SEIMIVEVIII5, L.B, ; OVCHIMIROV., Yu.A.; SHLYMR, Yu.N.
Infrared spectra of substituted-Y -lactones of 2,hydroxcyclohexylaceti-,
acids. izv. AN SSSR. Otd.khim.nauk no.5.777-784 My 162. (M--~ 1,-:6)
1. Ins-~itutt Ichimii prirodnykh soyedineniy All SSSR.
(Iactones--Spectra) (Acetic acid)

S/062/62/000/011/005/02',
B100144
AUTHORSj .-Nesmeyanov, A. N., Kochetkova, N. S., Villchevskaya, V. D.,
Sheynker, Yu. N., Senyavina, L. B., and Struchkova, M. 1.
TITLEs o-Carboxy- and o-hydroxy benzoyl ferrocenes and their
derivatives
FERIODICALi Akademiya nauk SSSR.-I-Izvestiya. Otdeleniye-khimicheakikh
nauk, no. 11, 1962, 1990 - 1996-
TEXT; The IR and UV spectra of the following compounds were studieds
o-carboxy benzoyl ferrocene (A); o-hydroxy benzoyl ferrocene (B) synthesized
from salicyl chloride and ferrocene in the pres ence of AlCl 3 in CH2Cl2
solution at 45 - 50OC; o-methoxy benzoyl ferrocene (C) obtained by
methylating B with dimethyl sulfate, yield 96%; o-acetoxy benzoyl feriocene
(D) obtained by acetylating B with acetic anhydride, yield 95%; c-hydroxy
~enzyl ferrocene-(E) obtained by reducing B wi-th zinc amalgam, yield 77%;
o-methoxy benzyl ferrocene (F) obtained by methylating E with dimethyl
sulfate,~yield 94%; o-hydroxy phenyl ferrocenyl carbinol (G) obtained by
reducing B with LiAlH 4' yield 90%; and o-methoxy ferrocezxyl carbinol (H)
Card 115

S/062/62/000/011/005/021
o-Carboxy- and o-hydroxy ... BIOI/B144
obtained by methylating G with dimethyl sulfate, yield 93%. Ethers of the
type C 10H9Fe-CH(OR)-C6H4OH were obtained by recrystallizing G in the
corresponding alcohols. For R - CHV the m.p. was 119 - 1200C, the yield
69~; for R - C2H5' m-P. 1170C, Yield 94%; and for R - i-C 3H71 M-P- 79-800Cs
yield 89%. The spectroscopic studies showeds (1) Both the crystallized
and the dissolved A showed no tautomerism by ring closure. The structure
of A is therefore opens Fc-CO-C 6H (Fc - ferrocenyl), although in an
4?
COOH
earlier study (Dokl. AN SSSR, 138, 390 (1961)) derivatives of the tautomexic
O-Co
form Fc-C-C6H 4were also synthesized from this compound. (2 With B there
t
OR
is also no hydroxy quinone tautomerism, but an intramolecular H bond
.-'H
0 0 is formed. There are 4 figures and 1 table. The most
Fe - C H
Card 2/3 6 4

3/062/62/000/011/005/021
o-Caxbox,y- and o-lijdroxy ... B101/B144
important English-language reference-is:. R. L. Schaaf,.J. Organ. Chem.,
27, 107 (1962).
ASSOCIATIONs Institut elementoorganicheskikh soyedineniy Akademii nauk
SSSR (Institute of Elemental Orga~nic Compounds of the
Academy of Sciences USSR). Institut khimii prirodnykh
soyedineniy Akademil nauk SSSR (Institute of Chemistry of
Naturally Occurring Coupounds of the Academy of Sciences USSR)
SUBMITTEDt April 4, 1962
Card 3/3

YASIUMM, V.G.~ SHEYNKER, YU*No
Sydnones and sydnone imines. Part 11: Study of the structure
of sydnone imines by means of infrared spectra. Zhur.ob.khim.
32 no.5sl681--1687 Vv 162-. (MIU 15:5)
1. Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut imeni S.Ordzhonikidze.
(Sydnone imine-Spectra)

N
SHEYNKERY Yu.N.; PERESLENI, Ye.M.
Tautomerism of certain heterocyclic derivatives. Part 13: Spectra
and structure of heterocyclic amines. Zhur.fiz.khim. 36 no.8:1705-
1712 Ag 162. (MIRA 15:8)
1. Vsesoy-uznyy nauchno-issladovateliskiy khimiko-farmatsevtIcheskiy
institut imeni S.Ordzhonikidze.
(Heterocyclic compounds-Spectra) (Amines)

YAGUD."InT. l,!.R,,3 SHEYMUIRI. YII.N.
Lntegral Intensity of th-e deformation oseMation bands of a
Prima y araino group. Dokl..AN SSSR 144 no.h.1177-179 My 162.
-1 (1,URA 15,5)
t,, Iiv~titut kliti-ni! ra;-Aitlel-"nykh veshchestv AN UzSSR i
.W.stitu+ khtmit prirodnyb-l soyedineniy All SSSR. Predstavlono
ak~j;lpmikom A.N.Terenin7m,,
(Amino gronp-Spei-Ara)

ZAYTSEV, B.Ye.;,_g~YtW~4, Yu.N.
I
Intensity of carbonyl band in infrared spectra of sydnones.
Izv.AN SSSR.Otd.khim.nauk no.3:407-412 Mr '62. (MIRA 15:3)
1. Institut khimii prirodnykh soyedineniy AN SSSR.
(Sydnone-Spectra)

GUREVICH., A.I.; SHEYNKER, Yu.N.
Tautomerism of certain derivatives of heterocyclic compounds.
Part 7. Tautomerism of acylaminoacridines. Zhur. fiz. khim.
36 no.4:734-71+1 Ap 162. (KRA 15.6)
1. Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut imeni, Ordzhonikidze.
(Tautomerism) (Amides)

DVORYANTSEVAI G.G.; SHEYNKM, Yu.N.
Determination of the number of hydroxyl and carbonyl groups in
steroid molecules based on the intensity of bands in the
infrared spectra. Zhur.anal.khim. 17 no.7083-M 0 162.
(MIRk 15212)
1. Institute of Chemistry of Natural Compoundog Acadenq of
Sciences, U.S.S.R, Moscow.
(Steroids) 1HYdroxyl group-Spectra) (Carbonyl group-Zpectra)

DORYANITSEEVA) G.G.; SHEYNOR) YU.N.
Doterminatik~n of The number of hydroxyl and carbonyl groups in
steroids by the bond intensity in infrared spectra. Izv. AN SSSRd,
Ser.fiz. 26 no.10:1290-1295'0 162. (MIRA 15:10)
(Steroids--Spectra)

YASHUNSKIT, V.G.; PERESLENI, Ye.M - SHEYNKER Yu.N.
Spectroscopic study of the structure and properties of avdaoqe
i
mines. Izv. Ali SSSR. Ser.fiz. 26 no.10:1295.-1298 162.
t. '(MIRA 15:10)
1. Vsesoyuznyy nauchno-iseledovatellskiy khimiko-farmateevticheakiy
institut im. S.Ordzhonikidze.
(Sydnone imine--Spectra)

POSTuVSKIY, I.Ya.; B-'DIIYAGINA, N.P.; SEITYAVIIIA, L.B.; SHEYNKER, Yu.N.
Study of azide-tetrazole tautomeriam with the aid of infrared
spectroscopy. Izv. MI SSSR.Ser.fiz. 26 no.10:1298-1300 0 162.
WIRA 15;10)
1. Urallskiy politekhnicheskiy ins. Fitut im. Kirova i Institut
khimii prirodnykh soyedineaiy Ul SSSR.
(Azides-Spectra) (Tetrazole--Spectra) (Tautomerism)

SIMONOV, A.M.; GARNOVSKIY, A.D.; SHEyNKER, YU.N.1-EMBTICH, B.I.;
TROFIMOVA, S.S.
Some transformations of the systems containing an imidazole
ring. Part 3: Action of bases of N-raethyl-N'-(2,4-dinitropbenyl)
imidazolium salts. Zhurbb,khim. 33 no.2:571-579 F 163. .
(MIRA 1�:2)
1. Rostovskiy-na-Doau gosudarstvennyy universitet, I
(Imidazolium compounds)

Yu.N.
Intensity,of G--O bands in infrared spectra of some carbmyl-
containing heterocyclic cmpounds. Izv. AN SSSR. Otd.khIm.nauk
no*1182070-2072 N 162. (KM 15t12)
1. Inatitut khimii prirodnykh soyedineniya AN SSSR.
(Haterocyclio compounde-Spectra) (Carbonyl group-41pewtra)

:ACCESSION NR: AP30OM29 IV00621431*/00102,V0927
AUTHOR: Dvoryantseva# Go Go; Sheynkerp Yu. No
TITIE: -The integral intensities Of infrared handi of characteristic oscillations
,of the functignal ferrocene derivative groups
!SOURCE: AN SSSR. Izvestiyao ..0tdoleniye khimicheolkikh nauks no. 5$ 19630 924427
!TOPIC TAGS: monosubstituted groups of ferrocene,, disubstituted groups of.ferroc
darbonyl group~.-integral intensities
'ABSTRACT:: The measurement of frequencies and the integral intensities of the in-
frared absorption bands of mond and.diva3-eni--asci33Ations.of-vArious-t,7pes of car- 11'.
'bonyl groups such as aliphatic, aromatic., and ferrocene ketonesp complex ethers,,,
~amides.,,and nitrile groups of-~Ierrocene derivatives in various solvent
a hepta
,dioxane, carbon tetrachloride) have been obtained. The obtained results were com-
'pared with the known frequencies and intensities of'simil aliphatic and aromatic-
compounds. The frequencies of the Infrared valence oscillation bands of the elec-
tron-accepoing functional groups of the monosubstituted derivatives of ferrocene
are lowered. However, the integral intensities are higher in comparison with ban-,
.zene derivatives. The integral intensities of the carborql bands of the diaub-
.Card

SHEYNKER, YU. N.
"Intensitat der cbaracteristischen Bande in IR-Spektren und Struktur der
Molekule.ff
reDort submitted for the VIIth European Congress on Molecular Spectrescopy.Bidapest,
22-27 jul 1963

YAGUDAYEV, M.R.; SHKYNKER, Yu.N.
Integral intensity of the deformation vibration band Of
an amino group in infrared spectra of substituted anilines.
Izv. AN SSSR. Ser. khim. no.12:2230-2232 D 163.
(MIRA 17:1)
1. Institut khimii prirodnykh soyedineniy AN SSSR i Institut
khimii rastiteltnykh veshchestv AN UzSSR.

UR/0058/65/000/011/DD14/DO14
Yes Mo 57
thylanine
SR t. 3, Yn. 1, 1964, lo-18
asine. oscillation VIOe,9r,,O*'
vibrational spectra or met~ylamineq
rmine the force field of the molecule,
tbyl- andethylamine.
to the amino-group is in-
es and intensities or the
or different saines are
ters of this groupo
of

PERESLENI, Ye.M.; �HEYNKER, Yu.N.; ZOSIMOVA, N.P.; POHERANTSEV, Yu.I.
Tautomerism of some derivatives of heterocyclic compounds. Part 5.
Zhur. fiz. khim. 37 no.12:2713-2720 D 163. (MIRA 17:1)
1. Vsesoyuznyy nauchno-issledovatellskiy khimiko-farmatsevticheskiy
institut imeni S. Ordzhonikidze.

~ YNUR, Yu.N.; FERESLENI, Ye.M.; KOL'TSOVJq A.I.; BAZHEWV, N.M.
VOLIKENSHTLYN., M.V.
Structure of 2-aminothiazol-ine. Dokl.AN SSSR 1-48 no.4:878-
880 F 163. (MIRA 16:4)
1. Institut khimii prirodnykh soyedineniy AN SSSR, Vsesoyuznyy
nauchno-issledovatellskiy khimiko-farmatsevticheskiy institut
i Institut vysokomolekulyarnykh soyedineniy AN SSSR.
Predstavleno akademikom M.M.ShenWakinym.
(Thiazoline)-