SCIENTIFIC ABSTRACT KIRSANOV, A.V. - KIRSANOV, A.V.
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CIA-RDP86-00513R000722720004-7
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RIF
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S
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100
Document Creation Date:
November 2, 2016
Document Release Date:
June 14, 2000
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4
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Publication Date:
December 31, 1967
Content Type:
SCIENTIFIC ABSTRACT
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CA
Astliklim of dlb4* 4arbeffylk "W. A. V. Kkm,v
and Yu. U. goilotoy (.9islin Met, lost., Op"Winvil).
Zhow. Mhtbd KUM Q. C.". cbem.) 20.1145-W(IWA);
-11catins O.U03 M* w1wir -
amok SIMNIII)i (1). and and. dry pyridme 3
lk PVT. UjWM rum-". in IWOO aftl twest.
111?.4FCOj. ?A, sebaidwik. m. JVV (fr.qn
Ample, WW Pvt 920' di, dir- 218 W, WINU
Oldiark and (I M cl. trn" 1. wW 3 ml. pyridine.
treaw an above. IaUowvd by vita. wit" C A
Abe est.. so" 760' 'CIMAdrswilk. M. 152~31%7'rrujr). M.
1"40 (from R(011). a double amt. of I gave a mmkiAct
sms. clan asksovai"mirs, m. 03-72% IltatinS3. 14
cmes. in asnie. uW vita. whis UcrCO gave 411-, ourtissim-
W. Ats. 1224-24V (ficas Wls), and 33'" jw.,fsswwie siod.
M. W-4, (hows 3deco): a double amt, at I gave 1.11.
SOM. M. W40. which was got idratihrd similad
p Pvt : mom t an equ
amt. of I A Yield to M-2~0' MW an Mokaoirs
Su6slaw. As. 1W is botated. Malonic mcW sail 0.3
mals I in PwMbw In 3 lirs, an a strOM b6th gave 880' At-
Nit.; PhtlIXII(CO111), with an Maimcil" anit. j I in
pyMine pvt in. t(r.-3*. W0,111,
ladrit to yield an Mentill" arnide; C01i is rr4rrd as in
Abe 4r"ft Cited AINYWO and the Mi'll. YkIIIS 1,1164141.60d -&A-
sionert. m. 1-70413* and sa. 196-2211. (". 11. K.
ell
elo
The smWed" of dibask embesylk *", A. V., Nk.
14W Va. M. lpkpfov. J. (.#*. I*Aww. 11.5.1i Ar, 20.
_flr
1010mil. fronsIdWn). Net CA. 45, Mlls
R. M s
.4
mukulm'slyn byreau W "used" Md a
Wor LaiddeftVaNdolos. A. V.
san" No 0 *V, 814ho met. l"ll.t
116 A). 14I.P. ObjZd Nkino. (). Coast. Clionas.)
30.~
1 _ilt4t I")).- Its Our z""lian Of RCOJI bY (HjN)r
S(h Is P"Wimr. She 14ti" is not the Mir andwing agent. as
The 1`4114 MR Of linbkMUIISMMt (d. C.A. 4.4X) that IWM
in The sake tod prorichroor con salfamble also takes part. No
stable lateramediales form in the romordsols suad UCONH,
loomassuch in the mist. liestial 1.23 S. Ilsoll with 41.9o
S. 3060:1109 soul 6 ml. pyfidinor 3 lots. to IOU*, ores 04
Pf" I he
asorew at W-HO" Cain. with aim. Hilo. AW or"Ph. so
rxt~p .1 X. poduct. m. M.63. which. trisated with N
.071 we 7 ZI it.
rim and exist. with M%fliNiflando.
11:011. Ilesting 4.8g. with 10 Ldr Imle
Pvt in 3 bro. a Viscous. Injail. oU a - sdg,
hkb #aid it "Co.
PTe93?%(IItN)sS(-han44Ag:(9I.7 lairup'liaor The
loostm CoAntill. As sulf4mide. soil. in III neutral. OW. in
1`100 and XleCO- 11 fricirs of 11#0 am ptesent. Nits is
evalved during The rr.scists"; in The ptesmor of an equiv.
amt. CA 11.0 a lborusttivA Amt. 44 %111 Is expetim. The
sirup forms in :01 aim. if the reactitm is run at 130'. The
beharkor of The sirup Wicules Its strixtutor 6 that of The
Sils wait of Isroldavulfaudle. Ifeeling
It with &ANC.H.C(lill an a water Will readily S-Aror
:.fh.VC*l I.Ct Witt In in, in 134% yield after 3hrit.'resorticat
ilb equimrA&r Anits. litAling list sirup with 160 cuses
[Act-lily AtO evoluticis; a( Nlis.1mving; behind
stillAmile. The 4."n.tilthestrupwitb2NAN41o
2 S114.
yield$ cirm. Wittlivis At I . on.
1954'. the twam-1014 OP&J.1 tov~ III"% re"Yviso.
f"" Ila 11,0 I've iietfolo-l orrylals ffm carK41 "Ars..
itilavilk from old. PAn.; the pripluil W " 1: 11301 In 110161
2)-. I-astoittly the will h ctielAtivit liy byx1ruggo4oun,ting
scress the 2 trmin.d %*If, ginups Anil toy All forming A 21141
Pridgir in snine posit ismis.
Idly oat Nsiling in ail. sooln., fulkreed try brors
P
'.11 I.N500,ii.
leficlin of "NONAtt wo whalles and a second "w
;Zjft A. V. Kwumpy
00111441 ~XP7
aud W's 0, If. V. Malin 36let. 101,11., Mrpro.
Ponmo,k). Zber. Mm6kel Nkim. 0. Gch. Chem ) 30,
proixtbir ~ica courw 4-4 tht aul-
Irt-1=1 ck"t"13 stem Is d6cutt*J irk dtfAd; Mftl IACIV
la(ed by coat linative mida. of The N od
ad 8 01 IA'lf"*I. 1-11~1 by diini;%At~. Of NII.
atul funnation of a pcqxfuct aemkvgous to 11w pV6fuw-S(h
complex lot Itavino an ImW Stoup Inamd of I of the 0
slonss r! 144. The pralud omy I* cipnict) to tw a owl-
foosling Orstil capaut of conve"Ing sullatnkle into lenWo-
sullawitle and Its N114 ". Sitsdady, wildt"Ir in sq.
rustfiam In Ibc slL meet awy he espected to farm an Ion.
(114m) Oti)(O)O-.WwbykqsofaaNll.im.tallowniby
10114 Mfg Ion. would form an ion d w1fint4le. (hS.N.
wbk-b. is WRIN 04114106016, NOWUM YW611 IMMOMWAM61C
ThIlthy!=o4tir"Irwifledel IV. ho"guillambletnN
~VAOII asudellwalastlas of Nrtslolbe extent of M% calk4
liar by Romiks d NNsj.%hN11t)t wbichcasbeiNCIA141t AS
sof A ". Addn.40.05moksallamwelo
S.-30A; Z6709 ad.). boUloc 10 min., cowiling. am)
o". of 116 wL 2 N AjNOs gives W.9% of the At isit.
00111d4d after 3 Irm; U"n. two "to Sives ta Purr
: 9 1*11111al; is evetiouct! 40 mil only 44-P
pooduc
,9 ywW
isoUsloW. Iftbaboilsil(tOmIn.) sole. iscvrcd. sastmew.
. , . and traft"d w" 96 MOM the Ka " Is ob-
tab" In W% 7w. clysts. It"'M 1100 am lbe se"why.
dftte. slikk lown 140 at IflU*. and toclis tnew a %~k rAnte
(0461; the anhyll. *Alt M' Ito -4'. (". M. K.
CA
A.11
AW Yo. M. SOWOV 11, V. Siallis 1W
i&Wgl-M 11 ;F_
#W
petrunk). Zbw. 06skAef NUNN. -) JO.-
179061NU3(12101.-Tbe if" miss% Is 131 was
i6l, grid b decomr, ollb'Mr. nit its s4,
Now. With 0.9 tip of t ,SEA, At
tT am sea Mixe.
04. virlds up to W kit
. Al"M
I ~
tbrorirtkul of 11.110, with a
The it I M. 161-7U'. oncit-recrystil. material to. 102-41,
livico-MMAd. M. 167-9'; 00 timber eWgt Is st~..p.
v-vd on subsequent fterwas. 1U product is ready
east with #w0fiflicin of brat. in 1110 MW J4cco got in
Rif sad is 140A, pirstikally invil in Wit.
tests W I In IWIFUM111, loll". mi P&:~I in it 21111,
-104g..inMesCO33.6-1111. ingtoll)WIN in
RtOAT 4 79 s In R1,O 911 1., In mr.66-cii '1-3
41JU04 (Iii 2, i1; lim Mistbod it "crystal. is ;z. L j;; it
RIOAC at T1111011 ISKIP.. filtral ion. 204 "WO. to dr7ow
1001W U , solo of thit ft%ww in a Nitta am. of
abit. M%M a . Wk*i 3 Visit. of C.". The Welloil.
AstY trysixtent with RtOAc It for the "neoval of
the N11"I. whirb is Inew. I;I~Wbiit 1. sol. I. Me,
CO to the eztgqt of 0.3 C./Im 1. After s 2md
tram uegco + colk the pmiwt It WWw-'wMv';;;W4;:
Slow 01FAING. of folas. in MrWO of MOM film WV cqu.
Wit0s. in. 1-11" Wwvr than tho do ovedin Wd. (rim the" A
wine. by Cills. The L"ittlia. to As fGnW4k
11".4 cr
yosco* den. in I j0 Sim a twil. wi.
"MM us last formuls. compkir by"TOW Stv"
I T 1100 ts T411,80j'4111 + XIIj.WVI wheb CON&M the
14ridurt kirmula. I Is 4 10-6 " Awl As Amorality
thratal both witit plittiolfillithakin and Wilk
kwity. a 0.01 iv stsin. of I has a pit CIPSO.An
9Y en""
Out 'v 006.. IA5. By cr'K 1-0.6 11 za!st
I in HgO aft abblid Completely it The nit of by-
dftly* of I Is 11,0 psh based in
the dillervotse W (A =1nd
of the bydrolvaim) In PtOAc- The It
of the hydrolysis hi 0,25 X soln , at 3). 41). and 30'.
deist. to IM& - 0. 111. 1.78, &M 6. 11. rv~p.. uW IL Italf-
times to 1" .3 Ism. 65. &mi 19 min,. rrsp Them state an
&rcurstr only to within *3%. They -Irfinittly coutirsdri
Itsufstirli'# (Bff. 34.3001110M) asswrtitmof Insit2olassrous
I:roflhilloO. The tidluiringultisiff WMINPO.:
hrrW
It 11MIS114, ful. In Ifol, Watially ita. fit toW, arm.
what awe. In strassist atoll. lism"re"t this vadiras No.
hygroscossie. sultenins at 114' 0. 113-15" to a tivivisf
b4Wd; ON 44. 110411- is Mutrill to Con The As nit
by muirsillastion of S .I, N.01M4 es". of -
'01: amt. of ASNOt is Oetstital with Oat pecipsi. diewit
from the Na Wt. LOWW60. the Na Odt PMP4. hem I
and XaOll 6 kkatkal with the salt o1stskied by active of
N4011 on SOR(MI08. 7% as "It, WNJI.O.'~h, ank.
in If'o, "Mrimey mi. In 14011. decomis. at M-MI. The
.1 &mi Ifit cu mks not further invescip t-
If I .
10.411ION OW. IS Hgo (WAS. Omni 0
it , OW. in Exhioll Awl Xlesco. autten of I
IMI-41 to a twbid I1quW itecoc ing r1rar at
cJI..vNIf1.ft.N
1274", ot. IvI-2* to a ekar I*W,
"redles or priami, on. 121-11" to a "M I*W. M. IUM
16
CA
"
of (tot IM140441famide find its
d Yll. %I 1144-141V (I. V. RAH"Vlorl.
j d;eq. tArm. U.S.S.R. 20. INSI-61
I -
franslotion)-*c C.A. 43. 1431b.
R. M. S-
r! L
N
"Q00) -i;; CCI. (3 1.) It cooled
(k". ~".) 20. Mt4
0111, tell a r4pid offrAtu
%I "it *4 Ist'll I"
CO. 064 low lentil trite IwIsM J, Avor lae
lumps, at Swastwi ace twoollsolly % Pt 11 lot
is tef"Ited kar cotupletti-w Alert 4.1.1so 44 0
Imm the Me and O<d to the tuml. (41POV4 1,
M110=84irrird until clstar *,fill. forms. then 1-lobl.1trown.
141111 If* lentil. fnKbrg If*-V* (..A. 2 51 ). k t .#.Ml 14- tit-
he X1140 filliefrol 44. list 411141C "w"If to fto, so" 'it floo
felintowsol 4-1 A&I a. 11.01, low Alto Cloy A %I lot I I ........
vled unlit the re4l"t- t. "lob to 1.
MA llwzocvM,7
treated 1160 coolljr. enough IICI laxitr A 11 ~.% ,
sole, The solo. broiled 35 moo contled filirtni n"or4lit~1
to Cowell) too milk Mij Nd'oll. ~.toti 0; "'Jo. it-
offavol tit WNW lot it NII'L I sigaln frosiowni. 011.1 the (411faIr
visur.l. to swooso fit so %blue$. Ohl. Is 1. forAins hia %olk I I
M%C(l With 44ildiii"S, the 1VVhIUV IVVSI-I. Voilh
the twoultionsJ fit. Ow rom-h in-li"NA10 owbit
lotal W 2,111 )*Udmw*, ishwh 4. 1.11II&A I-V lv,lol If.-Oll
"I a ,)A N. Jostle I's-hool. In ti-, A'.
nb It 2, 14L,"Ywkt% Mmoth 1-1MIt Io
give a 441~ owrtaillokid.
1'. M No).-141%00
KMANOV) A* ve
7
U=/C1Md1d##7'1~.1. Pros3da *Aftl~try 'Apr., 51
.)ktby tIOW dds1ulf4mddeP* A. V. Kirsanov,
M. Zolotovq Chair of Org Chem, Dnepropetrovsk
Metallurgical Inst
'"Zhur Obshch Mile Vol XXII No 4,, Vp 642-645
Prepd 3-monometbyllmidosulfamide* Describes its
properties, -Notes that metbyllaidosulfamide reacts
1with WH3 In',eitbersoln to Yield binary ccmpd vith
curious properties, to be described In future re-
port.
KI-ts."N'CV, A. V.
"Ibe dimet hyltuillition of curboxylic itelds." A. V. Kirganny and Yu. M. Zolotov.
(P. 1166)
SO: JoyXnal of General-Chealsl (Zhurnal Qbshcbel KhImli) 1951, 'to'. 21, % 6.
Urd 1 of 2
UMARMixtry -:ftospborus-Sulturf. Jul/Aug -52z
Utrogen Compounds
Vew Data on the Chemistry of %afuric AcI4
Amides ant, Trichlorophosphazorulfornx~-ls. I.
1tchanism-3f the Amidazion of Carboxylic Acids
With Sulfuric Acid Amides, ".A,-Y. larasaox,
Dnepropetrovsk J*tallurgical Inst imeni Stalin
"Iz Ak Nauk SSSR, Otdal Xhim Nauk" No 4, pp
710-720
In the reaction of phenylsulfamic on carboxy-
lic acidr in pyridine, anilidez! of :ru,bc);z(1ic
wids an rawd. 2b* aetion or mines on
acylaulfamicacids results in &Cyj&MJW8. SUlfp-4Aft
and p-aminobenzoic acid form po3,ypeptides of p-
xMind-b-anzoic acid. A nev method of prepg trihalo-
Genopboophazosulfonaryls from &lkzL3i salts of aryl-
sulfonic acid and the corresponding trichalogeno
c=pds of phosphorus vas found. Hyd=3.ysis and
acidolysis of trieblorophosphazosulfonaryls were
studied; all theoretically possible intervadiate
and final products of hydrolysis and acidolysis
of coupds of this type were obtained. Investi-
gated aminolysis and arylaminolysis of tricbloro-
pbospbs,zosulfonaryls. Obtained triamides of aryl-
sulfonimidophosphoric acids, salts of diamides of
ar7loulfonimidopbospboric acids, chlorides of di-
anilidoarylsulfonimidophosphoric acids., dismilides
(2) 229T19
of arylsulfonamidophospborid acids, and trianilides
of aryls"'I f~4"jjdophosPb0r:Lc acids- Investigated
t4be reactions of tricblorapbosphazosulfonaryls vith
&1ce and pbenols. Obtal d triesters of arylsul-
foal mi dophosphoric acids and diesters of arylsul-
fow-1dopboaphoric acids.
(3) 229T19
M/OMmistry Sulf~ AcJA ftrlvatlvai4~Jau 52.
PhosphQrus Compounds
Safamuric Chloride,," A. V. Kirmanov, Chair,of
vg Cbem, Dnepropetrovsk Orde,~ of. Labor Red Banner
Wtallurglcal Inst Imeni I. V. Stalin
*%bar Obsbeb KbIm" Vol No 1, pp 81-M
DMINOtstrated that thermal fission of trichloro-
Ampbazosulfuric acid (CIS02JI-PC13) yields pbos-
tbarusozychloride and products or conversion of
stUanic, acid chloride IJIMSOGI) - Frm latter pro-
Owts isolated 2 trimers of NESOC1 and showed then
Sulfamic Acid Derivatives Jan 52
try (Cc~ntd)
to be 'probably the 2 theoretically possible 3-di-
iscmers of iulfwmwic'elaorid.6; 6;F-1,3,5-
tricbloroiy-1,3,5-trithUtri"l.,ae- Describes
prowties.
Skiff
&i
it'll.
sr
j,4^d Ina
MIL. .
hofitQ it
or th'.
64% jift - Z.W.N. 16.
m
sh- tot L
"b" r"ll. I,%** "Neff)%*.
is to . 4.w- j. I
dru , Arm j'a .ftfur- ow lmtda.,Ib,,Ow"fvl
41*40' sit
it (16
fair.' ob"Jewfiv
Q At.
K-4"
EIRSANOV, A. V.
Use/Obexistry - Suit'aides Jan 52
"Hydrolysis of 2-Metb?liaidosulfamide and Mono-
methyloulfamide,' A. '. Kireanov, Yu. M. Zolotov,
qbair.of Org Chem, Dutpropetrovsk Metallurgical
Inat iment 1; V. Staln
'%hur Obshc~ Khim" Vv1 XXII, No 1. PP 151-153
Found that hydrolysis of 2-mthylimidosulfamide
(1) goes much more -rapidly than hydrolysis of free
lsidosulfamide. Proposed that greater rate of
hydrolysis of I is due to-large distance betvaen
central N atom and neighboring 8 atoms and that
stability of sulfamide ion in aq solus is due to
shortening of thIs distvAte. Prepd and describes
KIRSAROV9 A. V.
USSR/Chmdstry - OrSmophosphoras Feb 52
"Trichlorophosphasonulfoiioaryle," A. V. Kirsanov,
Chair of Org Chen, Dnepropetrovsk Order of Labor
led Bawer Metallurgical Inat Iment 1. V. Stalin
K.Zhur Obshch Ithime Vol XXII, No 2, pp 269-273
Finds that reaction;of PM vith aryloulfamides
goes practics.1ly to ccuplehou to form trichloro-
phospha%osulfonoaryls (ArSO2N*PC'3), contrary to
previous published date. Describes certain tri-
cblorophosphazosulfonaryls.
Carb*39%U A~M, witrilAs
Mw Method for Conversion of Chiorides of'. Ca'r-
boalle Acid Into the Corresponding Nitriles,,O
k. V. Kii-san v, Chair of Org Chem, Dnepropetrovsk
Metanurgical last imeni I. V. Stalin
"Zhur Obahch Khim" Vol XXII, No 2, pp 274-278
Discusses mech of conversion of trichlorophosphs-
somLlfono-p-benzoylehloride into chloride of V-ben-
zonitrilosulfonic acid. Proposes on basis of can-
gliwi.ans and verifies by expt nev method for
209224
INAI/Cbmxdstry Orgenopbosphorus rob 5,2
Compounds (Coutd)
coaverelon of chlorides of carboxylic acids into
their n1triles by action of trichlorophosphazosul-
fonowq2b (ArSOtNwFCl3)I vhich can be prept chsep4
(and.,c=*eniently) by method developed prevj=s3,V-
b I
lawwov,p A. V.
C.A. 47. MW*. H. L. H.
Vol. 41J No. 5
Mnr. lot 1954
A- V-
2327?0
vm/chmistry - Aside* Sep 52
"Trianilide of Trinesic Acid," A. V. Kirsanov,
1. L. Yegorova, Chair of Org Chem, Dnepropetrovsk
Mhtallurgical Inst imeni I. V. Stalin
"Unr Obahch KhistO' Vol 22, No 9, pp 1614, 1615
%a trianilide of trimesic acid was obtained by
direct phenylamidation of trinesic acid. This
product was found to malt at 320-3210 and not at
118-1200 as previously reported by Curtins.
232rA
unemloal Abst'
Vol - 40 No.
A
pr- 25, 1934
Organto Ohe4dst Y
r
t;,' VA 91.01"I_
.--&a C4 7.
0
4 1
V,
USSR/Chemistry - Sulftr Orsaule eoqxmds Noy 52,
"34thylimidos61faiiidi -ind'Ethyloulfamide," A.* V.
Kirsanov and Yu. M ZolotoVP Chair of Org'Chim,
Dnepropetrovsk Metallurgical Inst-imeni I. V. Stalin.
"Zhur Obshch Kbim," Vol 22, No 11, pp 2038"-io4o
3-athylimidosulfamide was obtained by the action of
-ethyl iodide on the silver salt of lmidosulfami4e-,
and by the actibn of diazoethane on free imidosul-
Niide, Its' Y'r?Y'a, r 116'es vere .1 des-ribed. By the
Wr6lysio of 3.eth-~llmidosulfamide, ethylsulfamide
was obtained) and its properties were also described.
238T37
aFt 41 no-it-, J)di , ~r9
KIRSANOV. A~V*; IXTOHMMO. Te.B.; TFXTITAEDVAO G.B.
Dipbanylamidination of carboxylle acids. Ukr.khin.shur. 19
no.6:622-630 153. (XLU 8:5)
1. Institut orgemichaskoy khizii Akedemii nauk USSR
(Amidines) (Acids, Yatt)r)
jjvw Yf
'NUMMIGN .04 calboxylk acids with flestin
M1 C. DzOll. and 8 ml. VyAllue
4616*. tvapt. in wvii. and imatinf, with 13 mL N
I usolt MW utto, gave 93 3%
118011, Akilar T"xtions with AcOll. INNSO,41`111,
Wd %bNMMeJj is" lckntkA rmilts. Heating 3 x.
'MftN.q% Ph. 1.22 9, UtOlf, Lnil '~ ml. py6thic 3 his.
CA I 1.54s nAgk . fie iwve~ treating with U130 awj 2M MI.
am thit mixed anticks by ton. with pe(r. Owe ign-va
0
M
2WT (Ph, in. 101-2%and 60.211, RaNkles. m.
394 tailor reaction with P-OtNUfC(hI1
'2M.QaPNCJf,CONHPh. m. 210-11% and 61.9
CONMri, m. Wi*.. fleatitic 18.6 g. PhNf. to
'CO
1700. "ling 9.70 C. 11ONS(I'll 0-f 15 inin., and hmtfng 6
min. gave 80,4% PbNHSk)sNTII4, Tl:-i (1.9 g) bested 2
hirs.stI161with'I.07 PANCJ1,CO1l(Gnd5mI.pYM
a 51 !.C.
SO PQ NC I;CONHPb. m. 21G-11*. H u-
*IIPh
I
I4CWI and 1.24 c. PhVIISOON
bM
ml. py Ine 6 lin. at )IS* gave I.7M C. p-OtNCJIXO.
NHPb (73.64Y# yk4_4 amming amidation by PhNJISWI),,
Hmth;IMOO61 it. SOR(NHO)S. I M g. PhN,118. 1.67 g. P-0r;
Kau , and 6 ml. p lite 3 hirs. at IW gave T.2 0
sweacted p-%NCJf.COr. 1.2 S. Nc6MCO.Mital
&W 030 L)#ANCtHCONIl,. M. IMO. Heating 0.06
C. SUM I-M PhNTrv.xnd6vd.?yrWineGhfx-at'
118" 0% 'IIPh)f,m-I08-Il .&ad - ItjX-
MiM. WIL
h.wv.ofI`hNH,1.htbeft1
yielcts iuv obtained but not u high as quardedibuPalinin
(C-4. 43, 26M). Histlits 1.06 l. 0-%NC ONIIA
and JAC. PhNHslnSml. pyrkMwZhrs.at 115'$a" 1411
4- NCiHiCON11s. Beating I-Mg. beuinrpyriilidum-~
11s.21),lic mW (Baumgarten and Margsiraff, C-4. 25, 4525)
~wkh 131 W. JIM% I min. to 150*, adding I A S. PbNHI';
janif hesting 2 bri. at J2D* gave 70.4% (bxvbj~o reactA
D&NHPh and 75% DzNH, was rwovw
44,
9A
urg
Submjtt~
ny, On,a -rl
u
SS
R. x4fi
WiA
InoUtuts,
'149 't-4 t.Zi;;'.
~ wm~l
RR, Nz
Tilb'
PW
0,0*
IngtAtutW
d" 1951
id, IN46
" 711 WIN
"PM
AWW'i,
ADO ir
,
a
uAry
1,J
A,
71-
-7v
a
r-0
ol
vlt
tllt-11111-11 'T It
J,
oi r,,
Z4~
ir
-4
Lj
41
KIRSANOV.A.V.; YROOROVA,N.L.
%~,F -
Dichloranhydrides of nl)ql oulfonamidophosphoric acids. Zhur.ob.khin.
25 no.6:114o-1141 is 155. (YIM 8:12)
1. Dnepropetrovskly metallurgichookiy Institut imeni I.Y.Stalinit
(Phosphoric acid) (Sulfonamidee)
'It Nr- Firs"
D-3,
6,410AW
I t4jAVA,~kandldat takhnichaskikh nauk.
ft
Selecting calculated ration to determine the coefficient of beat
convection losses In cross-tube steam flow. Sudostroenie 22 no.
11:15-19 N '56. (NLRA 10:2)
(Boilers, Marine) (Heat_-Transmission)
. -1 . .,, .)#-I i V L, V 4k) V J
USSR/Organic Chemistry Synthetic Organic Chamistryp Z-2
Abst, Journals Referat Zhur - Xhimiya., No 19, 1956., 61602
Authors Kirvanov., A* Ve Shavchenko, V. I.
Institut4on t None
Title: Acid Chlorides of Aromatic Acid Raters of Arylaulfamimido-
phosphoric Acids
Original
Periodical: Zh. obshch. WW1,, 19560 26, No Is 250-254
Abstractt There is described the reaction of the sodium salt.of the chlor-
amide of benzene sulfomic acid with acid chlorides and di-acid
chlorides of the eaters of phosphorous acid as a result of AWch
are fmm",, with ood yieldep the following acid chlorides ror--
di-acid chlorldoel of arcuiatic esters of phanyl oulfanisidophm-
phoric acid JI) (listing the yield In $)$ Cf
)5802N = PC12(OC6
5)2 (1 ) (MP 66-690) 90-1
(n) (oiIj 92j()j CZH,=SO2N;(PC1(OC6~ I
C6HqSO2N 8 PC ~M CH 10 (oili 94-3); W5s02N
Pdl1O-M-Cd14 oili 96-54 C
04 3 6H5S02N U PCl(OC 6NCR3
Card 1/2
USSR/Organic Chanistry - Syntheic D.-Sar4c Chemistry, E-2
Abet Journalt Referat Zhur - Milmiya., No 1., 1957, 960
Author: Kirsanov A. V., and Sh-_-7chenko, V. 1.
Institution i None
Title; Reaction of Triab.1,~rophosphaz:.,aulfonearyls with Alcohols
Original
Periodical: Zb. obahch. khimii, 1956, vol 26, No 2p 504-510
Abstracti The reaction of ArSOP 1 * PCJ-3 (1) with alcohols follows a number of
different mechaniams and de;ends an the nature of the aryl radical and
on the conditions of the reaction. The first chlorine atom in I re-
acts faster with the alcohol than the remaining chlorine atcmaj
Initially,, an unstable molecular compound with Ml is formed whichj,
after 60-90 minutes at 5-90., evolves 0.8 gms-eqAlv ECI to form
ArGO2N a PC12(0R) (11)j the reaction rate corresponds to the first
order kinetics. When the reactica is c9Lrried out without evolution
of Mt the fol1cwing mechanism is observeds Il (R x CH ) t VC1
CH3Cl t A-"8021 =.' PC3.q(0H). A large axcess of alcohol ?eads to
Card 1/3
--------r---------- -...-- -------- --------- --------- -------------------------------------_--_---- _;:,'=1 ----------
USSR/Organic Chmistry - Sy-,','-'!et-ic 0-,SaDic Chmistry) 9-2
Abst Journal: Referat ZI= - FdLbniya; No 1, 1957) 960
Abstract: CH ONa (piepared frcim 0.0134 moles Na and 20 ml
3 CHEM at 3-50, followed
by heating for 30 minutes at 600 gives the follow g compounds IV (Ar
and percent yield as indicated): a-CloBp 80.5; C6H5, 90.2j off04,
65.6. Hydrolysis of 0.01 moles II (Ar : a.Cl0H ) with 100 mi water
ielda the yield is ~1.4~, mp 95-990, de-
QmPaGas at. ;05,). rMhs :=pound a-Cj0HqSO2N = PCI(OCH
c 3)2 (VI) is pre-
pared hy adilng 0.01 moles II (Ar z a-61OH7) in 20 ml CA to 0-01
mrjle 1: (Ar = ef-CID!17) in 30 ml. c6H6 ana allowing the solution to
stand 15 days at 200 ir a dry atmospherej the yield is 34.8%, mp, 138-
!.400 `n-Gin I?e=ene). Hydrolmis of 0.01 moles VI in 5 ml water at
400 with IN Na0fl, follanmd by acidification, yields V (Ar z a-ClOli7);
yield 82%, mp, 164-1650- Vne action of an excess of alcohol (10 MI)
on 0-003 moles I (one hour at 200) yields from 9.6 to 37.5% IV and
fr~ii tri 50.3% 71-- CoHrOH =der the same conditions yields from
26.4 to 34.1% '.-V azd fro-m L-7 to 45-6% V- When the reaction is
carried out over 2_4 hou.-s at 200P V is formed in yields of 80%.
Card 3/3
URSANOT, A I UJMAS.OTA, $.D.
Trlph*Wlphosph&sosxU9m"71s. Shor.oV.kbla. 26 no.3:"3-904
Mr 156. O= 918)
I .
1, Maepropetrovskly ordous Trudevop Xr"nogo snammi motaUnrglabs-
skiy Institut Issal LT. 6tallas,
iftifemaryle)
IrTHS&NOV, A.V.; HMTRA, R.G.
'W1,A~ ~
. I., 014~~
Reaction of phosphorus ptatachloride vith carboxylic wid amikes.
Trichlorophosphasoacyls. Zhur.ob.khim. 26 no-3:907-914 xr 156.
OMM 9: 8)
1. Institut organicheskoy khiviii Akadoull nauk Ukrainskoy Sm.
(Phosphorus pentachlorlds) (Trichlorophosphasoacyl)
rMAJFOF, A.T. -, MUCH, 0,1.
Trichlorophosphsootriohloroacety1 and X-YhosPho271 chloride of
tr1ohlorolainomastyl MmosbAhIm. 26 noo?tgDog-2014 JI 1569
(KMA 9 110)
1, Duspropetrovskly metanurgiehoolkiy instltuto
(Acetyl chloride) (Phosphorus compounds)
-'f
,.' inmov-4.wo
L
vj--
Nmenalature of compounds obtained from th~'actlon of phosphorus
pentachlorlds on =idea of carboxyllo acids@ Shur.ob.khim, 26
no,7:2082 J1 056, (MM 9110)
1. Dnepropetrovskiy ustallurgicheekly inaJitut,
(Chlorides) (Amid0s)
KIRWOT, A.T.; LITCHMMO. To.&.
----b~icr-Ides and asters of &271carbamidophosphorto acids. Zhur. ob.
khts. 26 no.8t2285-2289 Ag 156. MR& l0sll)
1. Inetitut organichaskoy khIall. AN USSR.
(Phosphoric acid)
KIRSANDY, A.Y.; ZM41WVA, I.N.
M%M~-
AcW oblorides and eaters of urethaupboapborte acids. Zbur.
ob.Vilm. '26 no.912642-260 S 156. (MM 9:11)
1. InstIltut organicbeskoy kbimil Akademil nauk Ukrainskoy
SSR.
(Olorldes) (Urstbaupboophoric acid)
KIRSANOV, A. V. (Dnepropetrovsk Letallurrical Inrt.)
"Reaction of Pentnchlorlde of Phosphorus with Amides of Acids" (PfFA'rtrlya rrjati-
khloristogo fosfora 9 aAidami kislot)
Chemistry and Uses of orgwwyhoaphorous Caqxulds
(KhimiYa I primeneWye fOOfOrOrPzdcbeshtM ar4reftenjy),
Trudy of First Conference, 8-10 December 1955, Kazan,
,,P9q- Published by Kazm Affil. AS USSR, 1957
/if
kAt;
AUTHORS: Kirsanovq A. V., and Makitra, R. T.
77TIE: Triaroxyphosphazoaulfonearyle and Diaryl Eaters of Arylsulfonamide-
phosphoric Acids (Triaroksifonfasosulffonarily I diarilovya ofiry
ariloullfonamidofoofornykh kislot)
PERIODICAL: Zhurnal Obshchey Khimii, 1957,, Vol. 27, No. 1, PP. 2%5-248 (U.S.S.R.)
ABSTRACTs Humorous ohloro- and nitrosubstituted triaroxyphosphazosulfonaryle
and diaryl esters of aryloulfonamidephoaphoric acids were synthe-
sized for the purpose of studying their insecticide properties.
The 0- and p-trichlorotriphenoxyphosphazosulfonaryls are described
as colorless, crystalline substances (with the exception of 0-
trichlorotriphenoxyphoophazosulfone-p-toly1 which is in liquid
state at row temperaturs)q of neutral nature, insoluble in water,
easily soluble in acetone, ethyl acetate and ethyl others, crystal-
li2es In ethyl alcohol.. petroleum ether, and carbon tetrachloride.
The o- and p-trinitrotriphenoWho3phazosulfonaryle represent
bright-yellow crystalline stbetances of neutral nature, well
soluble in dioxane at room temperature, crystallize in benzene,
insoluble in water and in a majority of organic solvents.
Card 1/2 Dinitrodiphenyl asters of aryloulfonamidophosphoric acid are
485
Triaroxyphoaphazonlfonearyla and Diaryl Eaters of
k7loulfonamidephosphoric Acids
crystalline bright-yellow substances, well soluble in alcohol
and acetone, almost insoluble in water and in a rajority of organic
solvents, crystallize in aqueous alcohol, and have the characteris-
tics of strong monobasic acids. When mixed with alkalis, or aryls,
they yield brightly-colored well-crystallizing salts.
Two tables. There are two Slavic references.
ASSOCIATION: Academy of Sciences Ukrainian SM, Institute of Organic Chemistry
(Ingtitut Organicheakoy Khimii, Akademii Nauk Ukrainskoy SM)
PRESENTED BY:
SUBMITTED- Feburuary 14, 1956
AVAILABLE:
Card 2/2
AUTHORSt Kirsanov, A. V.9 and Makitra, R. G. 794-37/56
TITLEs N-Aoylamidophosphoric Acids (N-atailamidofoeforny)t Kisloty)
MITODICALt Zhurnal Obahchey KhWis 1957, iol 27, No 2p pp. 450-452 (U.S.S.R.)
ABSTRACTs The hydrolysis of didkroaub7drides of acylamidophosphoric acid yielded tan
(10) acylamidophosphoric acids as lieted in the table. The products are
described as crystalline ffubstances, easily soluble in water and alcohol,
insoluble in acetone, ether, benzene and a majority pf other organic sol-
vents. Nhen heated to a melting point, all acylemidopnosphoric acids
decompose and in some instances the deccmposition.is accompanied by in-
tensive darkening and liberation of pass. They cannot be recrystallized
and beocme useless. N-acy1faidophosphoric acids are strong acids dis-
placing carbonio and acetic acids from their salts. They submit to titre-
tion with methyl orange as monobasio and with phenolphthalein as dibasic
acids.
Card 1/2 1 table. There are 4 references of which 3 are Slavic.
N-Aoylemidophosphoric Acids
79-2-37/58
ASSOCIATIONt AcadmW of Sciences of UkrainiAn SSR, Institute of Organic Chemistr7
PRESENT BYt
SMITTEN February 14, 1956
AVATLABLEs Library of Congress
Card 2/2
MI~AfiQj#.A.,T.; ISTCHINIO, U.S.
N-thiasolyl wA N- pyridyl derivati-es of carbamid-
NI-phosphoric &aid. Zhur. ob, khtme 27 noog:2585-2590
5 '57- (mm 11:3)
I.Institut orgatichaskoy khimll AN JSSR.
(Pyridine) (Pyrro*)
KIRMOV, A.V.; FISHCHNNKO, N.G.
Trichlorophosphazosulfonenitroaryle and the products of their
hydrolysis. Zhur.ob.khim. 27 no.10:2817-2820 0 '57.
(MIRA 11:4)
loInstitut organicheskoy khimii Akademii nauk SSSR.
(Hydrolysis) (Aromatic compounds)
AUTHORS: Kirsan Moloonovat V. P. 79 _4
41-35/56
TITLE: The Aromatic Eaters of Oxamine Acid (--f'.ry ckuazinovcy
kisloty aromaticheakogo ryudi).
PERIODICAL: Zhurnal Obsbohey Khimii, 195", Vol, ??, 11:7 11, Fp- 3075-3078
(USJR)
ABSTRACT: Only the phenylleater ~,yntheaized by Wallach and Liebmann and
obtained in small quaniit~e3 vas hitheric known of the
aromatic eaters of oxamit: %cid. This phsay: aster was
produced by the action of phosphorue pa-La,.-h1-;r1d4 upba the
the athyl of oxamic acid with subsej,,;?.-.t pl,enol treatment
on the resulting raw product, Wallac.~,'s aeaump,.4on that an
amidoohloride as intermediate product an important part
on that occasion has not been Terifiva. Recent %nvp-stigations
say that the intermediate nroiuc:s ari rt,; ",id,,chlorides,
but amides of dicri1ora-.Accxyazetis ard -.rich-1crophos-
phazodichloralkoxyace-~y~s. Thu.3 che formala j4A t.-he formation
of oxamine esterz can only be repre:3-entcd in the following
manner:
Card 1/3
rhe Aromatic Esters of Oxamine Acid
,
C Ck R- 4- FL-~Jer'C6L
\Oki R,
This process of reaction h:,3 to be furtM.,r inve~,,t!Fatzd, as
only the phenyl ester was hitherto known. la to the
action of aliphatic alcohols the phenols, as tc3!'s show,
act in the above-mentioned manner. By their action upon
the amides of dichicralkoxyacqTiz acid3 it was ;o3oible to
synthesize quite a number of arcmdtic esttirs of Qxamic acid
with good yields, which fact completely confi=3 the authorel
theoretical assumption, Thus it J&O 3hown that aromatic eaters
of oxamio acid form in th-z reaction of thc phnols upon the
amides of diohloralkoxyiceti~: azids and that thia reaction
may serve an scheme for the pro,,Iuctiozi of thesr. uiters.
There are 1 table, and 3 references, which is Slavic,
Card 2/3
The Aromatic Estero of Oxamine Acid 79-11-35/56
ASSOCIATION: Dnepropetrovsk Yeta-Uurgical Institute
(Dnepropetrovskiy metallurgicheskiy institut).
SUBMITTED: October 28, 1956
AVAILABLE: Library of Congress
1. Oxamine acids - Derivatives 2. Aromatic esters -
Production
Card 3/3
AUTHORSt Kiroanov, A. To, and Nakrasova, Z. Do 79-12-15/43
TITLEs Dialkamides of Triaroxyphosphorosulphuric Acids and Aromatic
Estero of the Niff-dialkyloulfamic - N' - Phosphoric Acids
(Dialkilamidy triarokoifoofazosernykh kielot i aromaticheskiye
efiry N,N-dialkiloullfamid - N' - foefornykh kislot).
PERIODICALs Zhurnal Obshchey Xhimii 1957t Vol. 27, Nr 12, PP- 3241-3248
(USSR)
ABSTRACT: Up to now dialkylamides of the triaroxyphosphazosulphuric
acids and the eaters of N,N - dialkyloulfamic - N - phosphorio
acids were unknown. The present work describes their synthesis
and their propertim The dimethyl-and diethylamides of the
triaroxyphosphazosulphurio acids were obtained by the action
of dimethylamide of the trichlorphosphazosulfuric acid and
the diethylamide of the same acid on sodiumarylates according
to the patterns
P2 N302N - Pol 3 + 3 NaOAr -4 3 NaCl + R2#S02 N - P(OAr)3
These dialkylamines are colourless, crystalline, low melting
and when melting non-decomposing compounds, with the exception
of diethylamide which is liquid at room temperature. From the
Card 1/3 chemical point of view these dialhylamides are neutral and
DialkamideB of Triaroxyphosphorosulphurio Acids and Aromatic 79-12-15/43
EBters of the NIN-dialkyloulfamio - N' - Phosphoric Acids.
in boiling water very difficulty saponifiable products. With
only few exceptions they can be saponified only by heating
of alkalilyes on which occasion, however, saponification with
good yields occurs only to the esters of the HpN-dialkyl-
sulfamic - N- phosphoric acids (see pattern 2). They are in-
soluble in water, however, easily soluble in acetonep chloro-
form, dichlorethane, benzene and hot alcohol. The diaryl-
esters of the NIN-phosphoric acids were produced from the di-
chloroanhydrides of the N,N-dialkyloulfamic-Ni- phosphoric
acids according to the formulat
R2NSO2NHPOCl2 + 2 ArONa -+ 2 NaCl + R2NSO 2NHPO(oAr)2
The diestera obtained in this way agreed with those which syn-
thesized by saponification of the dialkylamides of the triar-
oxyphosphazoacids which indicates at the presumed structure.
There are 3 references, 3 of which are Slavic.
Card 2/3
Dialkamides of TriaroxyphosphOrO3UIphuric Acids and Lro.:a"ic 79-12-15/43
Esters of the N,11-dialkyloulfamic - AN' - Phosphoric Acido.
ASSOCI14TIOIT: Dnepropetrovsk Metallurgical Institute
(Dnepropetr,ovskly metallurCeichookiy institut)
SUB11TTED: October 8, 1956
LVAILABLE: LibrarX of Congress
1. Cyclic compounds - Synthesis P. -,yclic compcunds
Properties 3. Dialknmides cf Tr;-aroxyphosphorc-
sulfuric acid h. Aromatic esters of
dialkylsulfe,nic-N'-.-)hcsphorlc ncids
Card 3/3
AUTH'0113: Kirounov, A. V., Derkach, G. 1. 79-12-16/43
TITLE: Trichlorphoophazoaciles, Trichloroisopitoal)hazoaciles
and Their Derivatives
(Trikhlorfoofazoatsily, trikhlorizofoofazoatsily i ikh
proizvodnyye).
PERIODICAL: Zhurnal Obahchey Khimii 1957, Vol. 27, Nr 12, PP- 3248-3254
(USSR)
ABSTUACT.- As it has been shown before trichlorophosphazoaciles of the
RCON - PC1j type are obtained by the action of pentachloride
on the ami es of the carboVlio acids, which on the occasion
of partial hydrolisis form dichloroanhydridea of the acil-
amidophosphoric acids. Up to now only a trichloroisophosphazo-
acile was known iiw a. trichloroisophosphazotricliloracetyl and
some corresponding triaroxyioophoophazoaciles. It is of inter-
eat whether also from other carboxylic acids trichloroiao-
phosphazoaciles and triaroxyisophosphazoaciles occuror
whether the trieliloroiaophosphazoaciles occur only in the cane
of triobloroacetic acid and its analogs. Trichlorophosphazo-
aciles were produced for the diphanylchloracetic acid, tri-
phenylacetic acid and p - nitrobenzoic acid and their thermal
Card 1/2 stability was investigated. It was demonstrated that
Trichlorphosphazoaciles, Trichloroisophosphazoaciles
and Their Derivatives.
79-12-16/43
trichloroisophosphazoaciles occur not only for trichlor-
acetic acid and its analogs but also for diphenylchloracetio
acid and p - nitroLenzoic acid. Tricliloroisophospbazotriphenyl-
acetyl could not be obtained, since dichlcroanhydride of the
triphonylacetylamidophosphoric acid when thermated has no
durability. The authors obtainod the d1- and t ri - o( - napht-
oxydorivativeo from the corresponding jynthea-zed trichloro-
phosphazo- and trichloroisophosphazo compounds. The syn-
thesized Tri -of- naphtoxyisophosphazo - p - nitrobenzoyl is
the first derivative of trichloroisophosphazoaciles obtained
from crystals.
There are 6 references, 4 of which are Slavic.
ASSOCIATIONs Dnepropetrovsk Metallurgical Institute
(Dnepropetrovskiy metallurgiclieskiy institut).
SUBUTTEDt October 16, 1956
AVAILABLEt Library of Congress
1. Trichlorophosphazoaciles - Chemical analysis
Card 2/2 2. Trichloroisophosphazoactles - Chemical analysis
KIRSAIV(jy.
A UTHOR 5 1Kirsanov, A. V. .'Molcmova.. V. 11,
ITLE i The Reaction of PhDophoruo Pentachlorid,~ With Lster3 ff
Oxamic Acid (Reaktgiya pyatikh1oristo,;o fos'Lora s ofirami
oksaminovoy k1slaty) The Amides of Alk,)xydichlaroaceti~:
Acida (Anidy alkoksidikh1or~zkousny'kh ?i3lot)
PERIODICAL: Zhurnal Obsbchey Khimii, 1958, Vol. 29. Z~r Ijn-"00- 35(US'111)
ABSTRAM It wa* already earlier shnwn t~i7it under the ii~fluance of
phosphorus pentaotilorlde tipcn the ethyl c-3-,ur rf oxam.'c actj
the amide of e~hoxydlchloroarvtir, unO
zoethoxydichlorcan,otyl are -)nje,~utjv~Ay -LTiino i.
to the fc1lowing schemat
C H OCOCONH PCI pc~'!
2 5 5
C H OCCI, COKE^ + PC1 ---+ 211CCH0 C CC CN PC:, (Z)
2 r I I
5 5
eoynthe*js ~;f tri~,Iil r-+).
i ~ : r, a 1,: '; u c s w a -q t ',t r r,: ~.~;h 1
*,,Iivt ceacLion (2) 4-
j.-
i: c 1R,-- a:~ o n p~, c, x, u 8 Ilan t- , ii1r, r i d ~'; Wth t, 0f A c :hp
Ani-loa of Alko
,Jlorotqet~c Ani,
c orop csp. azc-.r
to find ejut whather
lid ard whether it 3ho~~!,~
f or the produ-. t.1 :in ~ f ~)f I ch L2%. 1 at-, 2. 1 C
It was fo.-md that r~-a, t) A ,I r
at considerubly lowe:-
metbyl-, ethyl-, butyl und in, of
This fact permitted to ob1z-,LT% of *hc -crrei3j.zA4.n,1-
alkoxydichlox-oact4ti,. a,2-d8 v;iti yieltiz, although r-,-1Lc1--,-:n
(2) in all cases takeg pl-tj roa:tiw: (1,~. f4u:,C)Tif~,-
tivoly the amides are hard I s~tl7arated f r-~-m 1,h-~ r-ze:,. Is.
The yieldof amidea is qa,,tv .I..tferpy,~ a,-cordinj; the esi,ti:
of :)xamic, acid usel. Re-n:!t',,n -,akes pla-e i-oat
1y for the methyleatar, z*I&P. iathyl- an-' qu~L,.s
eauily for the butyl- and lavb-Aryll ester ~,' oxa~zic acid. 2~.e
structure of the amideS Of acA-dL ca.~
quite incontestably be pr-~-~,ed Iny thair rrict4---n with phen:ls
(soe formulae on page 33). T'nPre are 6 referencea, 5 of W!Iich
are Slavic.
Card 2/3
79-1 -7/63
The Reaction of Phouphorua Pentachloride With Esters of Oxamic Acid . The
Amides of Alkoxydichloroacetic Acids
ASSOCIATIONt DneprVpe+,rCWk Metanurgiwa Mistitute
(Dnepropotrovskiy metallureichoskiy institut)
SUNIAITTEDs Novembor 20, 1956
AVAILADLE: Library of Congress
Card 3/3 1. Chlorides 2. 9ximidines 3. Chemistry
A U T 7! OR S: V, -'alitra, P.
TITLI. - Dioctorn of Aror,LLic A0.1,;
(Diefiry uromatichczki.~..
PERIODIC,'.L; :7hirnal 0*-,s'icI,.ey ~,:,L'Ai, Vol, 2-L, :r 1,
ABSTRACT: Li::u ti-! tlic.-terr, of acids Via
aicaters of LC- p'1 --Eli 41 C aci-120 alzi T~e
reprosontr.ble 1," t.-.c i-n-'D~ence of -.ry1rAes or -1co'.ohtes
of codilL.1 11--~0111 dic!.Iovanh-~'ri- of .-.cyla::;idoo'*.7-"--,-i.Y.-7.C
acido accorai--.-- to C-~hc.-.e or ')5- of
tri,tro7yp',iozph.t,-.~.~-cyl.-. ac,~-)r-4--*.-.._ to zcile.-.e (2)
.'.rCo;:-.Ti'OCJ + 270-, 2 "a('I +
2 2
ArC0::.P(0'TI)'+ 11 0 1~0' - An"M'1110(01~" ("I
2
The di:'iet.hyle2ter of acit! i.--. o!)taiac:,,'
ccordin,~ to sclle'~!e (1) if, th, of :.-I-'Ch Sod--u7n
oth late and nethyl tri;.% zI yic1d of 37,0,'.. -.,14:1
m
Y
is not the case wit', tllct dio-::torr flo - 2,,fj',
card I/ 14c,~or-Ii-,; to scnome (2) to`A~ arc
j
Die3tcrs of Aromatic AcyIa,%idop~,oaj)h.Dr!,.
a Cood yieldi vhe.re oi;o cin, Ltrrt .;-'rectij f.ro, t4r.~C;_10ro-
Vhos~hazoacylz. With dr*v o v7-~
yiol: t%t~
ot!;cr- or ~Iioxan
follovin,; scheme: ArCO:' P.-I + 31aOil
Theso acylz are rwch :,-,ore eacily u_-I -~ ificd to
dicster.-; of 30 to'-Z-t a
hoatill,~ of 10 Al-utes WI't'~. v.Lter ic auffici nt for
attaining, the complete converojon of triaroxy2',oopn-u--o~cyls
to the di:--rylestors of ac'.1s. In t,,,e
synthesis of t'-o diecter_- ~-f
acid P-chlorolbenznitrile ran in so.-,- ca3es liberat~-,d ~_s by-
produot. Accordi.,ia t-. (2) C12 alithorr. Obtainc.~.~ t"'.0 :rCt4Y1-,
phenyl-, p-cresylic, p-chlorophenyl- a:.d p-nitrophenyl-
-esters of benzoyl-, p-chlorobenzoyl- and p-nitrobenzoyl-
w-Adophosphoric acids as wel). as tl,-,f- di-ru-napl,,tylester of
benzo;(lr-,7&i(lo:-;h,-.op',.,oric acid.
ASSOCIATION: Laboratory for Insecticide,-, of tile Institute for Or,-,-.ic
Ij
Chemintry A:: U~rainiar; SSR (Laborat:)riya inr,~~:,tituidov
C-1-rd 2/3 Inctituta or6anirhus'.u k*-.inii kkad.:Ai nc.W-, U%rairsl:o.- SSR)
I
Diesters of Aromatic Acylamidophosl;hor-ic Acids 79-1-8/63
SUB11ITTED: November 26# 1356
AVAILAILE: Library of ConL;reas
Card 3/3 1. Chemistry 2. Arylates 3. Alooholates
A 1; _12'coi,s: 1"Urs"nov, A. V. , Fe3hchenko, F. G.
TITLE; Trin_,thoxy- and Triaroxyl-hoz3l)haeooulfonnitro-)Iiii-.il--, %nJ Xciotcvs of
I!i tro'thcn.,,,IstilL'on4Liidophoili',ioric Acidc triaxokeifoo-
fLZ:OJul'fonnitrofcr-.i1,y i diefiry
kialot)
PZPIODICAL: Zhurnal Obilicliey k1imii, 1956, Vol- 13, Nr 2, 359 1343 (US"R)
A:3STRACTs Tri!aAhoxy- and triaroxyphoophasosLilfonritro,-~ien~-13 (I) i-xid diester3
of ni"rophcn,.rli3ulfonatiidoptiosphoric acids (II) wure ~:,-thezlzud for
the purpose of invo-stiZating their inoccticidic and as
a otarting point for the production of ~.,c!d derivz:-
tivea of oulfanilamides. (I) -.;as obtaimd by inturtction of tri-
chlorophosl..hasoaulfonnitropbcriyls (reference 1) with ziethilatc and
audium arylates In a bennenc voluLion (reference 2)t TrL,.,:tho,.v-j
triphenoxy-, tri-p-chlorotriphenoxy-, 'ri-c- ;md tri-y,-trinitro-
tri,rlienoxylihospY.at3o,-,ulfore-o-, n- and p-nitroplmn:71o (I) (ti'.Ae 1)
w,ere obtaincd in thiG =nncr. (I) rcorcCent ccilorles.; cr..-st~,Iline
substances of a noutral cLaracter. 'A.'hey eo not diozellvc in water.
'2ri,-,ictliox.vplioullhttjojulfonniti-olihenyl3 (III) -ait,)in onc licur japoni-
Card 1/3 fy or. boiline with 56% alcohol to the correinon6ing dicjtcrs (XIV).
7',~ - 2- 13/ 5 4
Trimethox,y- '2i-iiiroxy!jljoupliasosulfunriitrophan~,1.9 ord Dicsters oL Nitrophcriyl-
sulfonu;:-.idopho3Tj1icric Acids
'~ril,bcnox,,I.~ical,hi.tso.gttlfr,nritrop]iLnyl;3 (IV) do not clt--n~-L uncer the
'itio 4 4
sa:ie conu no. Trir:wtliox - and 0-
-.-mn.,la melt at cu.:ip.;ra-tively low te:.ij.cr:itvre3 Urvl-l 5' - 104 0-
do not 3a7donify upon the influence of aqi.ccua ztl::-Iine zolutions,
.1 3 LL
abic1i ii exidained bj their in.,julubility in .iApr. In r:.-ueou lka-
line opirit .-!Oll!tiOnJ 010Y LU-'il~' J~L,JUPify tO (II). :311L, (II) c'm
iicre conveniently be produced from Oici;1oroarhAridca of nitrophe-
nyl oulf onauidophozi -,,ho ric acids (reference 1) by mear.3 of the in-
fluonce of oudium arylatee kmil - inLtl-.ylate in a aio.:cne jolution.
Thus dinctliyl-, di-p-chlorodij)llLnyl-j.!i-o- imd d i-p-ni trod i phenj 1
ethera of o-, ~:i- and p-nitroliber,ylitilfontL:.idol)lio.3-.,Iioi-ic acids (II)
(talile 2) were prodi.ced. (II) ciai be climin.i.ted in thIc for.-3 of
ualta, but it io more convenient in the form oll free dieo~ era.
.1 -h-:.ieltinr (from 134 _ 194, C) ,
(II) reproo-ent comi, rativcly hi,,, I crj-
stalline, colorles- oubatances ineoluble in wLter. i IL21t Ut
far hillier tomj,erature3 than the co.-rcol.-ondin.- (I), with the ex-
ception of two p-nitrophenolcthers (XI and XIII) -irl,icli iclt, tinder
the COrrLopondin,-' (I). (II) are :-ionolb-Ijic ~:lliclh ex:~.ctlj tetr---
te in the prooence of phenol-elitholuin an~' jiclJ m,11-crjotallizin,-,
rind watcr-uoluble so~,iun ~;alto. It iz irtcrcLtinl,- t1i,t the 00dilla
.3alts of thL p-chlorophen:(lethers of nitrol,',iL-rylat.,lfonn,;idop*.noupl-ior-
Card 2/3 ic ricids on withdrawal of the water oolution2 b~, the ether co-...-
75-2-13/64
Trimethoxy- and Triaroxyphosphaoosulfoni-.itrophenyl3 and Diesters of IIJ trophenyl-
sulfonamidophosphoric Acids
pletely Go over into the ether layer. Sodium salts of other diesters
are not withdraym from the water solution by the ether. There are
2 tables, and I Slavic reference.
AS30CIATIOllo Institute for Organic CbeLliatry AS Ukrainian SSR
(Inatitut organichealtoy khimii Akadenii ntiuk USSR)
SUBMITTEDs December 24, 1956
AVAILABLEt Library of Congres3
Card 3/3
7 5 - 4
AUITORSj Kirsanov, A. V. I zolotov, Yu. 1.1.
TITLE: Sub3tituted Imido- nnd i4onoaryisulfarides (Zane i
10noariloullfamidy)
FERIODICALs Zhurtu-.l Obuhclhey Khit3ii, 1(156, Vol. 20, fir 2, pp. 3.1,3 - 317 (USSR)
A13STRACT: Inidojulfmide fornerly was a practically unattainable ~:ubjtance
(r,ference 1) :~nd th- subititutod i;.iido,_,tlfa.iides were unknoim. At
projent the i:aidosulfamide is ubjolutQl~, att-1 *inable (reference 2)
and 3,:iuthyl- and 3-et*,,,yiiLieooulfaLides (reference 3) were pro-
duced frorn it. I- and 1.5-Lwlistituted ioidusulf-,wides wore hither-
to unknwm. Accordin-, to its ~!hemical properties the free i.:Iidouulf-
;1"Jide ij u monoba3ic acid whicl-, in ,3tren,;th is almoz3t noL inferior
to ~imlfvric or hirdrochloric acid. Tac ,.icthod (reference 2) proved
tu bu uu1t.:blc1br the produotion o. 1,5- diuuluz;tituted and 1,1956-
-tetraombatituted imidusulfumides. 'A"hu3 thij nuthod is 4.;o n e ria I
;ic!thod for the production of as well non~wbjtituted as Of 1,5-di-
and 10,50-tetranubjtituted Liidojul fa -'-ides according to the
ache.ute 2R IWO 1111 40H --jo INJI +,,1 0 + (R 1130,1180 T,,R where R aay
2 2 '2 3 2 2 2 2) 1
b,-, li;-drogcn, alkyls or arylo. In th,~ cnoe of 1,5-diphunylimidosulf-
a::iidc thc initially formin,- uniti,.ble pheryluulfu..iinic acid (refe-
Card 1/3 rence 4) iu at once h.),droli-.ud f 11,J fojLj_j!j :1,11 J.CiO 011inc-oul"ate.
.1 L
Subitituted I-Ado- -.nd ;Jonoarylst.,1fr.:Adej
'If -2-14/64
T111-1 SC11013e 3UIZOsted for the formation of thu imidooulfa:Ade b~r
i.icanj of an alkali li~-,ucr (reference 2) iv dc3ignatcd a3 false,
%ihich i,,, proved by thu forn"tion of (I) tr,,j (II) rro-.i 11,11-~iaethyl-
~tnd hu -,roduction of inidosulf-
a.Ade frwri -,ulf,;,:.ide ana tortiary b:i;;eu i-.iaj 1,1.kce acc(wding to
Ulf-, :3cheme TT112so2M19 + Py -*=5. 1~.1,11+ + vq12S02M1- e te. Men all
schemos determined bj the author,3 ;aould 1.)z correct,it nuot be poo-
!jible to obtain oubitituted LAdo--!v14,',u.iidc3 from all~,-ubjtituted
sull'~,..Ades with the exce-1-tion of tetrajub3titut-A onei. This con-
clujion io at prevent cxamined. For the 3ynthesi.-~ of other 1,5-di-
3ub.itib-:tod i:aiJoLw1f---Ab3 it wa3 neces3ary to obtain monocubititut-
ed julfzt,~iides of tho type R.1-MO ?IrIf - Tho3o cofanoundi wcro obtained
(2efe 'j,in quite a compli-
bj Dcnivell, Batte~,,ay ;,.nd MeybeK r rence 5
cated ~.ianrier. Rtken (reference 7) produced butyl-, cyclohexyl- and
pipurid.,13ulfamidej in a aimpler rvu.uer ltj~, the influence of 3ulf-
':on doeg not Ba,- anything,
upon the corrc,,-ondin,4 anines. Pal
on the ,,roduction of to thiB scheme.
Aereforc thu authorn dezided to deter:.i4nc t':~, Poijibility of the
production of 1T-nrt1jvlL%!r.Adej by the izif2uwicu of arOL111dC anines
upon -,ulfawidej. It boexio ovident th:it the aru~i,Aic -t-tivC13 on
Card 2/3 heating ea.:lily react tiiLl, jjilraijije. 'L,he Vicld o,,' aonoanr~,Ijulfa:aides
Substituted Imido- and Monoaryloulfamides
7~-2-14/614
and diaryloulfamides, however, is not lar,,,c. TIJ:j is cjjy to under-
stand, aj on the influence of umints upon zulfa.,.id~. the i;aido:julf-
maide .iust also be produced boaide the fornation of ju))~,titvted
sulfanidea. Thio iwidojulfx.,.idc practicully r-prC.:ent:3 t!-.e only
reaction prodlict 'In Vtu -:v~eraction o~ thu iitla terliur:~
itainos (referenca 2). 1-tBides t!1C alreao ; -1-011.111d" 1T-ar;,1j.;l:omidc on
1waLin,; andunder thu influenoo of :,zi iiiine e.,ceuj nad, wyiCjl,J Vic
corruaijond~n~- At it io iu,-,oj.;iblo
to find out %;het!Aer the H-ur.~,1julf,7--ildai aro fori.wd d-ircc'.Iy* frou
the a-aine s and the sulfLuaide !ccordin~ to t%c 3u,-xiarj 3cheue (IV)
or only as product3 of the h1drolysia of the 1,5-diaryloulfa:Ada
being in the reaction mixture, accorditU to j(.,heme (III). ~2here
are 1 t-Oble, and 7 referenCe3, 3 Of -.ibic'i are Slavic.
ASSOCIATIONs In!:titute for Dnepropetrovsk
(Dnupropotrovjki.j metn11uri;ic*ias":iy institut)
SUBLINTEDa Janu"ry 17, 1957
AVAILABUt Library of Con-gress
Card 3/3
< AA" V.
Kirsanovj A. V., Molounova, V. P.
TITLE: Trich lo rophosphasoaroxyd i c',j lo race ty I o ('&'ri!-,Iilorfu3famo--rolaidil~itlor-
atsetilj)
PERIODICALt
I .,)CI (Lt-jjR)
Zhurnal Obohohey Dimil, 19','~j, Vol. 10, Ur 2, ~Pi.
ABSTRAM It wau ruccntly discovered th~it t1w alipiitic c3tera of ox~~t.Ac acid
react with pan tachloropho u:11iorua wid at first form a-lidea of alk-
oxydichloroacetic acids (reference 1) nccordin~; to s,,be,-ic (I) :Ind
subsequently t rich loropho-ophaoca lkoxidichlarace tjl:3 (reforonce 2)
accordinC; to scheme (II)
ROCOCOMI 2 + PCI5 0 POCI 3 + ROM 2C011112 M
ROM 2C 01TH2+ PCI5 211cl 4 ROCCI'COH - PCI 3 (11)
For aronatic esters of oxanic aciJ (refercnce 3) it ws hitherto
not posjible to limit the reaction with scheme (I). Even in the pro-
sunce of a lur6e excess of oxaLiic-acid esters the rcuction does not
take place or it at once ti-.c3 Place ~_,~.,cordin~ to schem (III) .1ith
the fornation o2 tricblorol)iotirhzL,3oaro::jdic',jloracetyl3t
ArOCOCON11
+ 2PCI
--> 211C1 + FOC1
+ ArOCCI
CON - PCI
(111)
2
2
3
3
5
A POS3ible explanation of t~-J3 pheno:.ienor, is -ivf,,n in reference 1.
Card 1/3 Under favoral,le conditioiij th~_ ruaction takes place accordin,-, to
Tric*tllorop~ioj,-,ha3o,tro-...-..,"Jic!ilorace tyls
I () ?
79-2-15/ .1
Ljc'i2mc (III) quantititively or alno3t qua!,Aitatively wit'i the for-
mation of' oolorleso, cryztall.ina t rich lora phoiphasoaroxydich lorace-
tylo (IV). The 'Ir:,,a productu" tta a rule ,iOt at tti~peraturej onli
a few deZ,-rees lower tLhLn the recryotallized oncs an,11 are usually
colurl,2aj. Only in the c:.,:jc of niphtho7,v dcriv"t-ivea (X1 XII)
th-:- rwa producto are colored and fielt at mn3idera"Jly 1cver te~ipcra-
turca than tht~ pur:.- sa!)~:t~xccj. Accordin;~ to itl pli~,aical Lnd che-
Liic,t-' propo.-tit.,o (IV) ij to tric~-.lorol,ho3,hauozil',zo7-ydiclilor-
acctyl (reference 2). Under the inflitence of w"tor v.,.povs or, itill
better, o~ dvhydrL~ted formic acid (IV) --ield di,.,hlornnh,-d ride o of
aro.,;Vdictiloracetyl,.,,:.iidoi,hou;jhoric acids (V) with a GjoJ field ac-
co:L-(Iir,,,r to the uche!aot
ArOCCl 2CON - PC1 3 + 11"C0011 CO + 11C1 + ArOM 2 CONUCCI 2* :"r t on
heatin6 (IV), in contrast to tric!iloro7)',Joj-h..,zo,-Ll';coxiicctyls, je-
maposo ~,onjiderably morc difficult. On thr-,t occz.,2ion the', do not
oplit off anj c!.1oroUnzcn,2 and cQn.3iderubj)- ~.iore difficult --~~nd
310'aly (only tit 160 0C) phoophorus chlGrO.~:i&U. (V) 1-Cp-.C3Cnt color-
leaj, crystalline 3uWtancev. They nult at hi,.-her te:1-
p-~~r..tures than the corrC3pondin" trich lorop1ho 3pha s o:-,rc.Vd i chlo race -
tils (IV) und in the uaual orGanic solvcn-.a they are -.ioru difficult
Card 2/3 to colve than (IV). At roo;.i temperatures (V) slowly react aith
Trichlorophoul,hasoaroxjdicliloracetyls
ASSOCIATIOM
S UBMIT I'M
AVAILAB"'t
of itiich are Slavic.
w,,.ter. 2herefore thy can bu stored iithout any o:,ecial precaution-
ar,, Liccsures. On he..,tin,
.1 _; with water (V) rapidl- h,-drol.-Ylates and
enerCutically reacts with mibitances who3c moleculco contnin active
hjdrogen ato:as. All solvcxit3 a.-4 Wtial oub3tances werc most exact-
ly dehydrated. 1,11 tcato were purfomed in a ii.m.,ur that the re-
action wixtures and reaction rroducto as far a3 posiilule did not
L;et in touch with atmoapheric ;joiLiture. Piere are 3 references, all
Inititute for Metalluray, Dnepropetrovsk
(Dnepropetrovskiy matallurL:iehLs!dy institut)
Jarmary 17, 1957
Library of Congreszj
Card 3/3
79-28-4-43/60
AUTNORSs Kireanov, A. V. , Feshchenko, 11. G.
T 1'2 1S Eater of Aminophenyloulfanzilido-Pho3plioric Acids (Efiry
aminofenilaullfonamidofoefomykh kislot)
PEFIODICALs Zhurnal Obahchey Khimii,1950.,VOI.20, IIr 4,PP.1049-1052(USSR)
ABIRRACTi Dimethyl.- and diphanyl e3ter of c- . m., and p-aminophenyl-
Bulfonamido-phosphoric acids (formula I were produced ac-
cording to the following reaction schemes
3o211 . PC IHCOO4 jr02C6H 4SO27POC12'
A1102C6H
1102C6H
S0211H 2 ffl-
4
4
5
-
-
I'M2C6H
so 2'THPO(OR)2 6 II_+ 1M2C6H4 so 2NHPO(OR)2
4
21
I
aOR
The reduction of diesters of the nitrophenylaulfonamido-phos-
phoric acids was performed with hydrogen at presence of a
palladium, catalyst in alcoholic solution at room temperature
and at a prescure )f ca. 100 torr. The yields were quantitative-
Card 1/4 ly. Thu dieeter produced by this way form colorless crystals,
79-26-4-43/60
Eater of Aminophenylsulfonamidc--Phosphoric !cidi
which have only weakly basic, but strong acid properties. They
solve readily in aqueous soda aoluticn and can be titrated as
monobasic, acids. Their aflueous sclutions react acid with Congo
red. The dir-etbyl cater of the aminophenyisulfonamido phos-
phoric acids arr. readily soluble in hot water and can be di-
azotized on the usual conditions (aa aniline). The correspond-
ing diphenyl eater are in hot wa7,,er difficultly to solve,in
alcohol more readily soluble. They can be diazotized on the
game conditions as ar:)mtic amines with ellectronegative sub-
stituents (e.Z. n3troaniline).
The inaiden of the c, ; m- and p-aminobenzeneaulfonic acids,
to the derivative3 of which belong the compounds of the
formula 1. -, have little Jifferent me)tina points (1530, 14207
163'). The lowest melting point has the m-isomeric, the hijh-
eat the p-iaomerio (Ref 3). At tLe ccrresponding isomeric
compounds uf the formula I on the contrary the melting points
are far from each other. The highest melting point here has
the m--isomerieg the lowest the c-immeric. Tho ortho amino-
compounds of the formula I are at room temperature very readi-
ly soluble in acetone, the para.-isomeric only with difficulty
Card 2/4 and in case of heating. "A'he meta-isomerics are practically
79-28-4-43/60
Eater of Aminophenylaulfonamido-Phosphoric Acids
insoluble in acetone. For the strong change of the malting
points as well as for tho great differences of the solu-
bility in acetone the following explanation is probables
In the case of the o- and p-iaomerica intra- and inter-
molecular hydrogen bindings form, the formation of which
in case of the m-isomerics is complicated or impossible.
The influence of the hydrogen bridges upon the malting
points of the amidea of the aminobenzenesulfonic acids
is because of absence of the polarizing influers of the
phoaphoric acid rest essentially lowerl therefore the
melting points ct the isomerics are close together.
For the characteristic of the compounds with the formula
I their benzoyl derivatives were produced according to
the method by Schotten-Baumann. These compounds form color-
less crystals, which have strong acid and no basic proper-
ties. Their aqueous solutions react acid with Congo red.
The malting points partly are higher and partly are lower
than the melting points of the corresponding compounds of
the formula I.
Card 3/4 In an experimental part the synthesis and the properties
Ester of Aminophenylsulfonamido-Phosphoric Acids
79-28-4-43/60
of the compounds of the formula I and of their benzoyl deri-
vatives are described exactly. There are 2 tables and 4
references, 4 of which are Sovidt.
ASSOCIATIONa Institut organicheskoy khim-.11 tkademii na4k U1krainskoy SSR
(Inatitute for Orsanic Chemistry,AS Ukrainian SSII)
SUBMITTEDi February 14., 1957
Card 4/4
AUTHORS: Kireanov, A. V., Yegorova, 11. L. 79-28-4-44/60
TITLE:
PERIODICAL:
ABSTRACT:
Card 1/4
Triaroxyphosphorazosulfonalalkyls and Aromatic Esters of
Alkyloulfonamidophosphoric Acids (Triaroksifoafazoaullfonalkily
i aromaticheskiye efiry alkilsullfonamidofosfornykh kislot)
Zhurnal Obahchey Khimii. 1958, Vol. 28, Nr 4. pp. 1052-1055
(USSR)
Triaroxyphoophorazosulfonalkyls were producet by reaction of
sodium arylates with triohlorophosphorazonulfonalkyle (ref 1)
in benzene solution:
RSO 2N-PC1 3 + 3 ArONa --- > RSO2N P (OAr)3 + 3 NaC1
Sodium phenolate and sodium-p-chlorpheno'Late react very with
trichlorophoophorazosulfonalkyls. With dry sodium phenolate
without solvent, the reaction very violently takes place and
the reaction mixture carbonizes. Sodium-p-nitrophenolate reacts
leus violently; the reaction takes place on heating in the
water bath in the course of 2-3 hours. Yields, melting points
Triaroxyphosphorazosulfonalkyls and Aromatic Eaters of 79-28-4-44/60
Alkyloulfonamidophosphor!.c~Acide
and analytical data of the compounds of formula I obtained in
this way are exactly mentioned. The compounds are colorless
~,rystallized substan,.es (w~.th the --ne exception of the liquid
dorivati,rg Ar - 0 6H9, R - n-C 4H9 ) which ate easily soluble
in acetone ' dioxang, a little more difficultly in benzene,
ether and alcohol. They dissolve in boiling tetrachloride and
petroleum ether as weK, whilit in hot water very difficultly#
in cold water they are insoluble. According to their physical
and chemical properties the compounds of the formula I are
very similar to triaroxyphosphorazosulfcnaryls (ref 2), how-
ever, they differ by an higher solubility in boiling water
ani polar solvents. The compounds of formula I are neutral
substances which are relatively constant against water and
atmospheric moisture. An exception is represented by the
derivative with Ar a p-NO C6H R - C2H,; (II), which is very
easily hydrolyzablo . Alrea3y Xits soldtions in 96 ~ ethanol
Card 2/4 a complete saponif.Leation takes place, where p-dinitrophenyl
Triaroxyphosphorazosulfonalkyla and Aromatic Ester3 of 79-28-4-44/60
Alkylsulfonamidophosphoric Acids
enter of ethyloulfonamidophosphoric acid (III) anA nitrophenol
are rormod:
C2R5so2if-P(OCO 4NO 2-p)5 + H20 ___"2H5 so2Nlipo(oc6H4110 2_P)2+
+ p-N02C6H 4OH,
All the other compounds of formula I are not modified on
heatine; with alcohol, however, under the action of caustic
alkalies in alcoholic-aqueous solution they are easily
saponified. In this case salts of the corresponding diaryl
ester of alkylsulfonamidophosphoric acids (IV) form, the
yields, meltinE points and analytical data of which are
mentioned. They easily dissolve in acetone and hot alcohol,
very difficultly in cold - more easily in boiling water.
In most of the unpolar solvents they are difficultly.soluble.
in chemical respects they are strong monobasic acids. With
Card 3/4 respect to hydrolysis in an acid, as well as in an alkaline
Triaroxyphoophorazosulfonalalkyls and Aromatic Eaters of 79-28-4-44/60
Alkylsulfonamidophosphoric Acids
medium they are ozisentially more constant than the compounds
of formula I. There structure not only unequivocally results
from the formation by Baponification of the compounds of
formula I, but was also proved by the synthesis of diacetic
chlorides of alkylaulfonamidophosphoric acids with sodium
arylates:
RSO2NHPOC12 + UrOlla 4 RSO 2NHP0(0Ar)2 + 2NaC1
Syntheses and analytical data of the mentioned compounds are
exactly described in an experimental part.
There are 2 tables and 3 references, 3 of which are Soviet
ASSOCIATION: Dnepropetrovskiy metallurgicheskiy institut
(Dnepropetrovsk Metallurgical Institute)
SUBMI'l-ITED: February 4,. 1957
Card 4/4
AUTHORSs Kirsa ov---A- Derkach, G. 1., 79-28-5-21/69
MaMra 9 R. G.
TITLE.- Triaroxyphosphazoacyl (Triaroksifoafazoatsily)
PERIODICAL: Zhurnal Obahchey Khimii, 1958, Vol- 28, Nr 5,
pp.., 1227-1232 (USSR)
ABSTRACTi The similarity of triaroxyphosphazzoacyls M and triaroxy-
phosphazosulfone-compoutids (II) shows up in a number of
common chemical properties so that the-ir reactions of for-
mations are in commont
RSO211 - PCI3+31laOR---)- 3NaCl+RS0211 P(ORQ 3
RCON - PC1 3+311aOR I -x 31faCl-&RCOIT P(OR 1)3
Between them, however, also specific chemical differences
with regard to heating and hydrolysis. The compounds W
split off rather easily (depending on the radical) from
the corresponding triesters of phosphoric acid and produce
nitriles according to the scheme RCON - P(ORI),---> OP(OR 1)3
Card 1/3 +RCN (III). The compound!) (II) are very much stable against
Triaroxyphosphazoacyl
79-28-5-21/69
heating so that until now there has been no case of
splitting according to scheme (III). They saponify
easily with alkali liquors under the formation of salts
of the diesters of the corresponding alkyl- or aryl-
-sulfonamidophosphoric acids, but they do not saponify
with water in neutral solutions, Therefore the synthesis
and the separation of the products (11) do not meet
with any difficulties because of the easy saponifiability.
All compounds (I) saponify on boiling practically quan-
titatively to the diesters of the acylamidophosphoric
acids for which reason the synthesis, separation and pu
rification of the triaro3VphosphazoacylB takes place so
difficulty; for the same reason in the experiments care
must be taken that they do not come into contact with
atmospheric humidity. This differenc; can apparently be
explained by the fact that in the saponification of the
compounds (I) in alkali solutions the carbon- and oirjj;en
atoms of the carboxyl-group take -art in the hiCr9lysis
and increase the positive charge of the phosphorus atom
according to the given ocheme 1. In the saponification of
Card 2/3 the compounds (II~ mainly only the ,i,tro:-cn-- and phospho.
U
Triaroxyphosphazoacyl
rus atoms take part
There are 2 tables
Soviet.
79-28-5-21/69
in the hydrcljsis (aee scheme 2).
and 7 references, 6 of whi-~'i are
ASSOCIATION: Institut organicheskoy khimii AN Ukrainskoy SSR
(Institute for Organic ChemistryIAS Ukrainian SSR)
SUBMITTEDs February 22, 1957
Card 3/3
V u
'T; On t'~ Li"'.. of .:-.i ).iac or, '.ric~-Iluro.. 11c".;; zc
i f i I i ~1 oi c ~I io ro- iio 3;~ Iro. j o r
the L." j ~~2 C 12 (11'1~;bH5) (1), of
phazoaulfonalkyls of the tyj;e -..;0
2'4 C 2
11- Ij .L'Q i) uould
2 )) 3 c"r. *Oc expect-,"'. _; -
not be obtVA:.-_,,] 2). The coi:pounda (-,'I) ;_rc
in au:ficiintly ~,oocl yields in the converAoi. o.:'
trichlu.,o, wi th anilint., i,, OTI
,Z!. i.ro cry.~t-llino of .1
eajily to diLnilide:3 o-I tile
aIk.,.,L,ul.L'c,.i ido~r)%cj%~:iocic acid: ~Iilji on hc.LA.,.; '.!ia_ir
oulution-i i7i 9,~,j LA-cohol or in 10oilia i,ccurCtin-- t1o
.nilide:, of Aci43 JXI/
the, jclow~ 116U i,ugflac if ) + R 0 4
6 5 2 2
4 a The tialt ro=ation of (i1) b:~ aution
J 2
Of L. lk"li Laid Um;10111~ tukca pl-zo t Su'. (U 1'.47i.-'u-
On an -citlific:.'Lioa of thc:io caoil.; ;01,,.1)!,.
kIII) cotal.ou!-.13 ao that I 'ht; ru-cti,;:~ .'o--
t:,.,- rroduc Aon ~)l
" ~111) c~-n be i
Lilk-li lifluor. The Col.,1pounda (14 ~,ru colarlj ;a o"
biLtor L";'.e ..n-l cannot be hydroliz"d with all-li jol-ltio!ls;
thiS C411, 110-G(~IV--, '-,0 LQ!Ii~)Ved b, U -ith
minox-Lil ucid:3 under the rormation of "-aidc:3 oz' t;7,,-, a1ky1:jAfo
acids "nd anili iej of the jhosphoric ;.10,110-
-b"jic, raatir strono acida. des
(IV) are obtaini.--d In jood yields on a londur he"ting of the
trichlorO;~il:)Si.lILZOsulfonv.lkyls with excQs3 aniline in
oolution. The propurtioi of the producto (11-iV) Lra
montioncd in the experimental part. Therc Li-c
3 of nndch "r-,z; Joviot.
ASJOV"IATION; Dn,--propctrov3?.iy metallur6icheskij in~;titut
Card 2/3 (Dnopropotrovsk Metallurgical Insti.ute)
Anilides of AlkylsulfonamidophosAaric Aoid9 SOV/79-28-6-34/63
SUBMITTED: February 21, 1957
1. Anilines--Chemical reactions
Card 3/3
A~THORS: Kirsanov. 1.-Y. Levchenko, Te. S. 3OV1 79-28-6-35/63
TITLE: Fluoranhydride Salts of the Arylsulfonamidophosphoric Acids
(Soli ftorangidridov ariloulffonamidofosfornykh kislot)
PERIODICAL: Zhurnal obahchey khimii, 1958, Vol. 28, Nr 6, pp. 1589-1594
(USSR)
ABSTRACT: In continuation of their own previous papers on trichloro-
phosphazoaulfonaryle and on products of their hydrolysial
the dichlo3ranhydr idea of the aryloulfonamidophosphorio acids
(Refs 1, 2) the authors were interested in synthesizing and
investigating the fluorine containing analogues of the tri-
chlorophosphazosulfonaryls and of the diohloroanhyclrides
of the aryloulfonamidophosphorio acids, The direct substitution
of the chlorine in these compounds by fluorine, as for in-
stance , with potassium fluoride, did not succeed. As is
known chlorine is easily replaced by fluorine in the chloro-
anhydrides of various acids when potassium fluoride in aqueous
solution is allowed to act on them. In the conversion of the
trichlorophosphazosulfonaryle with a saturated solution of
potassium fluoride heat is produced, on which occasion be-
Card 1/3 sides the substitution of chlorine by fluorine a partial
SOVI 79-28-6-35/63
Fluoranhydride Salts of the Arylsulfonamidophosphoric Acids
hydrolysis taken part and potassium salts of the difluoran-
hydrides of the arylsulfonamidophosphoric acids are formed
according to the summary scheme 1. The same products are
obtained in the conversion of the dichloroanhydrides of the
same phosphoric acids with potassium fluoride according to
scheme 2. As was to be expected the potassium salts of the
diohloroanhydrides of the arylsulfonamidophosphorio acids,
the potassium salts of the difluoranhydrides of the aryl-
oulfonamidophoophorio acids and the dipotassium salts of
the monofluoranhydrides of the same acids are formed depend-
ing on the reaction conditions. The structure of the potas-
sium salts of the difluoranhydrides of the same acids is
proved by their convtrsion to the eaters of these acids by
means of sodium methylate. It was shown that the potassium
salts of the difluoranhydrides of the aryloulfonamido-
phosphoric acids have a still greater roe-itance to hydrolysis
than the potassium salts of the dichlorcanhydrides of the
same acids. The reasons for this phenomenon are discussed
in detail. There are 3 tables and lo references, which
are Soviet.
Card 2/3
sov./79-28-6-35/63
-nuorwibydrils BsIts:;f -the A:*1mW*n&&Uoph*sph*ric AaUs
ASSOCIATIONt Institut Akadamii nanklMrrainskor'SSR
(Institute ~*f -~GrS&zicVhwAntryjAS -Mw.ga)
summmi 74bruUY-210957
1. Phospboric acid-Hydrolysis
Card 3/3
AUTHORS: KirSOnOY2 A. V., 119krasova, Z. D. .301 / 79-28-6-36/63
TITLE: The Diphenylamide of Trichlorophosphazocarbonic Acid and
Its Derivatives (Difenilamid trikhlorfoofazougollnoy kia-
loty i yego Vroizvodnyye)
PERIODICAL: Zhurnal obahchey khimii, 1958, Vol. 28, Nr 6; pp. 1595-16ol
(USSR)
ABSTRACT: Only one method for the synthesis of the N-phosphoric acid
derivatives of urea (carbamidephosphorio acids) has been
published until now, that is to'say, the binding of the
primary and sicondary amines to the chlorine anhydride or
to the isocyanatephosphatee (Ref 1). Besides# a bis-tri-
chlorophosphazocarbonyl (Ref 2) was obtaired on the action
of phosphorpentachloride on urea; this product being a
derivative of the N,W-carbamide biphosphoric acid. In order
to develop a common method of synthesis for the N,N-double
substituted earbamide.-NI-phosphoric acids and their deri-
vativesp and ai, the same time to extend the possibilities for
using the phosphorpentachloride reaction with acid amines,
the rewtion of phosphorpentachloride with N,N-diphenyl-
Card 1/3 urea was e,,arried out. Phosphorpentachloride reacts on N,N-4i-