SCIENTIFIC ABSTRACT BOROVICKA, B. - BOROVIK, R. V.
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I-T) V -L- 11: N 1-1 1
CZECHOSLOVAKIA / Organic Chemistry. Natural Compounds G-3
and Their Synthotic Analogs.
Abs Jour: Ref Zhur-Khtimiya, No 23, 1958j 77835.
Author : Pliml, J., Borovicka, M., and Protiva, M. and
Protiva, 114., Bo3tovicka, B., Cimler, Le, and Sedivy, ',7,.
Inst :Not given.
Title :Synthetic Amalogs of the Curare Alkaloid. VI.
Some Notes on the Preparation of Tris-2-diethyl-
aminoothyl) Ether of Pyrogallol, VII. Two Now
Models for Tubocurare and Two Bis-quatornary
Ammonium Salts.
Orig Pub: Soll Czech Chem Commun, 23, No 4, 704-711, 712-719
(1958) (in German with a Russian summary).
Abstract: See RZhKhint, D57, 51218; 1958~ 4777,
Card 1/1
46
BOROVTCKA, J.
Measurement of field intensity of the Bratislava television transmitter. p. 96.
(Sdelovaci Technika. Vol. 5,-no. 3, Mar. 1957. Praha, Czechoslovakia)
SO: Monthly List of East European Accessions (EEAL) LC, Vol. 6, no. 10, October 1957. Uncl.
BOROVICKA, L=ir, inz. _--
"Fra.mesy arches and con.,-.ected structures" by Rudc2f AlAnak.
Reviewed by Luxdr borov.lcka. Inz stavby 10 n0-4:156. Ap 162.
BOROVICKA, Lumir, inz-.-- - - --.
A -
ffPf-eiiti~ssed concrete constructions" by Wolfgang herberg.
Reviewed by Lumir Borovicka. Inz stavby 10 no.4:158-159.
AP 162.
BCROVICKA, IA-4 V inz.
Concreting by cantilever method or assembling of bridges of
greater span? Ihz stavby 10 no.7.,241-247 JI E62.
1. Dopravoprojek-tj Bratislava.
BORMICKA, Umt-Ir, in2..
large-apan brid.gee f'.-.m pre-CebrImted elements. Ina. siav-by 12
r.,o.7.022-323
BOROVICK't, Lumir, Anz.
New constructAwas of girder bridges made ae--u.-c- by cibles.
Inz stavby 12 n,3.88371-373 Ag 164.
BDROV [G~L L mir inz.
'1~-
Construction of a bridge in the vicinity of M%'~acaibo. Inz
stavb.v 12 no.9&413-416 S 0641,
1. Research Institute of Engineering Constructionj Bratislava.
BOROVICKA., L., Inz.; BUIAK, J.; HOBST, L., inz. dr.; 141,J)EVSKY, V., in2,.;
T. . inz.; SEDLAGEK, j. , inz.; SCHWARZ, V. , inz.
J,
Concept of the technical development of t~Tigineerinjl constructiono.
Inz stavby- 12 nc,.12s Suppli Mechan.-Lzace no.12,%521-547, 16/,.
BCROVICK_Aj r,
Model research -,n bridge assambling by the cantilever method.
Inz stavby 12 nc,IIj48%-495 X 164*
...
1. Research Institute of Engineering Construction, Bratislava.
13 OIR (W I fl, K A ) L i val i - 2 i rl 7.
Road bridges in thin German i~epulbl-j.,-. stpnrby 1.2 no.121
562-565 D 164.
1. Rescarc!h In-,titutes of Engineering 1:1ratAr4lava.
0-0 0_01 0 0, 0 0 0 0 0
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subutsues. Vill. Methylboushydr712-
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(11-pipirldyl)"byl Othm.
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Colloclion Carchojim. Che.. Commumf. Ij. -00
(in English); cf. C.A. 42, 8IMk, SIMN.-Th"t new
ttwthylhrnxh IrT1 2.(1-pilleriltyllitthyl ethers. llh(Me-
r
1~CII*NC.II*. were prei-I. bv coodettilstim
CJI.)CIIOC -00
4 the %a Wis. NaOR. td the 3 vaermir in,
) with
ii-
im.
and trf4t
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%vere imilatell by disin.
00 the c , lICl salts. dt-o-Itte rther (1) (75`;~ yield), It,
75 IIICI
'
Ill.. 190-:W JIM full ill. 141 '2
(viv.)J;
bulli tilt appluilliAte McCJ14fir and Half by the Crix-
nard reaction: o. (42%) m.
in. 47-91; po: (45%) N 1A1-45". m. 45 'it'. 1.
M have cottuderli,ble wAism.i- 4,j,r,jv I
atr I---
tollic and ldiAhIIv Ira Rcti~.r 111,11 lhe' 'N'l t 4-,1 hm. fill.;
lietixilydryl R. H. Dullhar
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2-mmeftylosralswYclobega"Ont. M. Plotovg
HotovWk3. CArAv. 1AAIy 44.
brutione (1) (132 a.) und 'Psi m. WIN11 in Itifill
were heAled I hr. tit 100'and #4 lits, at 140* its aii ituloclAve
Prom Ilse addifird reaction inixf.. 42 X. I was recoveml by
lixtri. with ether. The cmde product, olotained with alkali,
vieldmi 34.S 11. 2-dimethylainintocyriahessassone, 1'. om
145", h. lW-A". Ile frre flaw is UnStAble.
I .. .. - OR .
Amm"Umbe emblamow XVIO, Dwived"s *1 boa.
U. Pmdva fuld
cwkdiom
fig
y
A-benawabo", 14wiamW sW 1.2.3.4-
wm prepd. OW twk Jbr4qd!hThe
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OWN Vs. of
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4. 14041. ml
1r7-G*(-"w4FR, W. to"
Alfred Holown
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(1),,b, 148-452", bt 145'. in. 43'
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2D 2A. E 1011 sald ~ Ivilb EM11)], and 24 g~ of a
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he'NaDr ,-moved, tmd the Altrate ovapjL. 41d; will, 30 tin" vyl.
11te, follaivirK were sitiflLuly 11rcrt),; ii - 4.
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OV); N.z IV,7a*; 110 ;011, in. vr6m SPOI.-Ind tht _111e, 78% b
V
rhsNa ard Ill gave 79.5% Phsc-,112C]112SA~c (V), lh~l I ~7#5%, bis lori'; and
b)t PO,3~ 70%. 1~,
1-1t-CIISH (10 it',) and 5,6 g. III wert zz%dzl~d v, ]jS V..:Vrt. -1211'. From 1. IV. nad: IMINJI, thc follw-vinq plix(cl,".
in ~5 vil. EtOff,thr mi3t. refittied 4 brs,, dild. willi cit.' weic p7cpr.,. by j,,t1lo:jf:g f~ 111~~ J:i~
A Celli. and the ext. Oapd. and Ili '44),
nit). HjO, cAd. wi
, ill. 00, fO).,
J74h )c - ffc,(V), 47%,,
yielclad 4.5 g. 11kSC11SC112C11jSi1e (VIJ, N., mri--,W_ 1412-70 to, 1670 (710 !,711JIL
5-allonium salts (nicthicitlitlc~) wm prelmli byalh-v.iiig lite :n, 14.-~ A 162-61(picole.
: 1, -72' (picri.1r, m- 11,2-4')~ Vc
1114
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in. 128% IV-11ti in. 117% V-Mel (92%)Ina, f*v' ov p". I. 1~1, nn n1temative trwilicA fn-m~
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tile ill iodilks is very I'mm. XxIvi -F-h-td,0j% 27?~
0 --ben
arninn 6f Ill X I- w~;,-.
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3~
PROTITA. M.; EXUR, 0.; BOROVICKA. M.1 PLM. J.
Antihistamine substances. Part 22; synthetic antlepasmod-Ics. Part 4.
Basic others derived from aliphatic carbinolD and OC-substituted bentyl
alcohols [in Zngllih with su=ary in Russian]. Sbor.(;hekh.khJ,m.rab. 18
no.1:86-101 F 033. (KWIA ?: 6)
1. Pharmaceutical and Biochemical Research Institute, Prague.
(Antihistwainei) (Antispasmodics)
JUNK, J.O.; BOROVIGZA, X.; PROTIVA, M.
Synthetic antispasmodics. Part 5. Cyclic analogues of substances of the
3,3-diphanylpropylantine series [in Inglish with summary in Russiaml
Sbor.0hekh.khim.rab. 18 no.2:257-269 Ap 153. (mrju 7,:6)
1. Pharmaceutical acd Biochemical Research Institute, Prague.
(Antispnemodive)
BOROVICYA, M.
Antihistamine substances. Xglit. Sullocium an-alegs
"of antibistamWcs of the monosmine a6d dlivnine spyip;.
0: rxiier, 'At. M. I'vitiva
Czrrhoiler. Orrin. Crinninns. 18,21A~-lj H1,53)(in Forli-Ij i-
CA. 47, 4:390d A. M. Ni.
Lka, 1014~s!
cz ich,
Ceti
illn-1, ni"Ill t"Id -11"n
1 Ploll,tk,
14
uv).
iii
c1
.
iv
'32 13! 195 1)(in Ex-lklkll'
-49, "i8c. Vxv. MnWlc~- of the Iqdtolyi-!Is of xitlhista-
1C.; cd thr.- bL-n2liy~iyl type.
ITAP
WO., Otto 13EII--r, ~%Ild
GaugHoole bloddag nents. U. ix~quzten alts
,
r
Ailve , firom UM
l.
u
-
a
. el
T. WN 14-1 1934); cmirc.4iin
cf. CA. 40, 166C.-
0i1r1E:fmt!qw of jy-di.9mbAitutc:d
'
%~~O NAI.~ilt;MilltuttKl
and the tuba.
60 Nvilh Met w Ell Ove bL
cliulornary salts; &,ri'ted- Im", 1,f'~inw ino-t-thlapentarm-
T;ia. com pounds rcsuniblein gauslioplegie action thura=log
pimamet
lionium Iodide. I'lic merm t,
-%its were prepd. by
i~
~
"
dtolys
tq of the isothiliranhim Itydrc
hlork)vq. litotbiuro~
UITI hplirochloride, t5ield in %, m.p.) an
d
I
'10 Mic pvm: 70,
.0-81, "AtitiNCII -4-7 ' EliNC113clitse-
X-14SH (1), U
- 'CIT
N1 N11,110, 75, 11.) Ifts', OC11,81-1 (111,
712 1-26.5-21
"CIT- -sit (111), bio I: RCII--
1,11cl (It-in
orpholino); C,5, (dL
YiUM!,tofillemaj~
tart, were 3i)--10v'. At;. by-proiluct, (LtsNClI2CH2V'. bid
14 1-3* V.DS Addine 12 g~ I to a suln. prepd. frem.
7 v. Na t:nd Pi ml. V(OH, tt~atillrthc mixt, itkvr~i'O'ni
"N-~th 12"'t g. in 20 rul. ELOI4, rtjht%iTjq Oic
inixt- ii13-, filt.~rlltg cffihas-ilt,evapg. thefiltnite,eilli-.0n:
with I[!,] hilIF virith 11.,0, drying, u;.d -
e~i the ext. peldvI 12 -0%) (1MetNCHi(. b, a
W~, in. 2Su
~iscthWtde, "1, 270-7%
S! iriii.irl.y wL;e prt ftom the cumspourling
iwd
-N in It in 7 %), to 1,
(EL.NCILCI-tv~S (ftor 5 E) 'C-7
"m!.;
aij,
'
.
(from M in 53% Yield), b,.% 130-2 bis-
bisfibi'Mide, In, 244~3';(RC 1-)_S1
(f,,otu 1V in low 3-icld). b,s M-'MW; bissnahiodide,
24 &-G
M. Hudlick
7:
WTI" iz.
are prtpd. by treating arylinAgnen-aum
h ~VNM'Wridyl tilkYl ketrium. A Crigmud reagent
prMd I.Alxawl
with tooling vvith 8.0 g. 3,aectylpyrWine in 2L! 1-41, Et4o.
the t1dit. refluxtdv min., find th~! I'mouct rh~wmpd with
-ith F -ItAds I r.
ke aodrxtd~ m AO'. -pi
_h,.& IM-V.
prepd, vvere
b... mo 101-0 (IM,
(bne"-O,
a Ild Ipyridjv.,(I~ phl~ ')nWAy.Icqt,~ 1;1,
X.
BOROVICXA, Milos; HACH, Vladimir
Natural oubstames used as drugs; progrese during 1954.
Cook@ farmij 4 no*9:478-488 Nov 55.
1. Z Vyzkutinello ustavu pro farmacii a blochemii v Praze.
(BY,aWGI(.'-AL PRODUCTS,
phm-macol., review)
BOROVICKA, M.; and othi)ra.
Ganglionic blocking &03nts. III* QuaterTiax7 salts derived from 2- (p-anir4ophenyl) -
ethylamine and 2-(p-animophenyl)-propylaminee In Russian* po 4379
Vol. 20, no. 2. April 1955
SBORNIK CHMOSLOVATSKIKH KHI14ICH---SKIKH RABM
Praha, Czechoslovakia
So: Eastern European Accessk6n Vole 5. No. 4. April 1956
r) CA 1/'
Gwg)ionic bimIng a- vvts- M- pCiltzi Inc thykar- 1,5-
bis(n tmetbyl)py "idiniil~.l sails, ZM. WX'jvUA' Z.,
and bl, Viotiva (VS-A."nink tbu%-%-ra-M-' MiteRl.,I.- t!
Ckm. ListV 0, 7,77- -h(1935W; cf. CA. 510, lfi~ljh.
-Tr6ling P-h1eCJi4S(hN1 I Mv. witik %Br umnudiug to
Lukc!'Vaud WuUil (C-A; 33, guve 811;'c P-,l1Xo114,';Or
Alel',1113uj 1), which was transferni;A to X-grd.1 vL.-
-la-80 rditig
pyrr(ildipic (1), bi S W. in i~ yields accia. to
e.A. -0, b7l~ 1 (100 9.), W5 g, Dr(01-101r, and 50 nil.
Nic-0) mix;d, ewled, w%d allowed to stand ovenfight, the
solid j wcxluct stirred viith 100 nil. Et!O, the quaternAr3 salt
filterol off lKith suction and washed with, 250 ruL 1 :1 Et,O-
'6o-PrDll Xave.;'M g.
rolidiiijuin bramide (11), extr"tly hygros,--opic crys6l,;
diPic~de, In. 274' (frow PhAc-&011). H (105 g.) in I-M
ird. HiO Was decompd. with AgIO (from 500 g. AZNO~). the
filtnaq mixed with 150 g. tucturk skud. thL soln. evapd. in
tocua,;aud the residue crystd. from 400 ml. EtOH alid 70
ral. HjO to give 240 g. of the and tartrate of 11, m. 213-A*
(decotbpri.). M. HudllicW
~: ' - - -.- -I, ~-- a ~7, .:, ... ... 3L.I- ., ~. ~, ~-: . -.--- :! .: ---- -J,- -: , .~, _- . ': , , . : , I.., - . ~,
ft
Ir-r'
CZECHOSLOViUM/Ph,,tri-.iacu.'-o:ly aod T-jxicol.)a - Muscle Relaxaets V,
Abs Jour Ref 71-iur .- Biol., No 2; 1959, gi4o
Auth -)r Borovicka, M., Cimler, L., Protiva, M.
Inst
Title Two New Patterns of Vie Molecular Structure of d-Tubo-
curarLie Chl,)rides.
Orig Pub Chemotherapeutika. I. Farmc. sympos., Praha, 1956, 51-
52.
Abstract No abstract.
Card 1/1
9
CZECHOSLOVAKIA / Organic Chemistry. Synthetic Organic G-2
Chemistry.
Abs Jour: Ref Zhur-Khimiya, 1�58, No 17, 57441.
Author .49j=;LQU M. . Protiva M.
Inst Not given.
Title Synthetic Antispasmodic Remedies. XVI. Derivatives
of 3-Phenyllindanone and 1-Amine-3-Phenylindan.
Orig Pub: Ceskosl, farmac., 1957., 6j No 3., 129-132.
Abstract:.For the purpose of investigating pharmacological
properties, various substances were synthesized
using 3-phenylindanone (I) as a starting material.
These compounds comprised materials of the general
formula (II) and methyl ether of the 3-phenylinda-
Card 115
CZECHOSLOVAKIA / Organic Chemistry. Synthetic Organic G-2
Chemistry.
Abs Jour: Ref Zhur-F[himiya, 1958, No 17, 57441.
Abstract: non-1--glyocinic-2 acid (III). The iodo-substitu-
tes of II, ie Ub, IId, and Ug exhibited weak
antihistamine and antispasmodic activities. A
solution containing 10.5gr Ha (derived from I
and W.AlH4 with 75% yield, boiling point of 135-
1360/0.35un and melting point of 79-800) in C-H6
is boiled for 1 hour with 4gr NaNH2, after adaing
8.1gr of ClC CH N(CH-1)2, is boiled for 5 additional
hours. Thi- YaKed lIb yield is 71%, 165-1670/1.4
mm boilina 0point; iodomethylate has meltieg point
of 185-1~% . 18.5gr of II oxime (141-142 melting
point) is hydrated in CH30H over Ni at 80-900, and
100atm. pregsure for 8 hours. The yield of IIC is
is 6796, 15.4"/4mm and 135-1400/0.4mm boiling point.
Card 2/5
56
CZECHOSLOVAKIA / Organic Chemistry. Synthetic Organic G-2
Chemistry.
Abs Jourz Ref Zbur-D.Imiya, 1958, No 17, 57441,
Abstract; Its chlorhgdrate and pierate have melting points
of 224-225' and 218-2200 respectively. Solution
containing l.gr NaOH, 3gr IIc, and l5gr CHII in
45ce CHIOH is boiled, followed by the addition of
6.4gr or Ct'31, by evaporation (8;.bours), and by
precipitation in acetone l8gr of Il d of 197-198.50
melting point are formed. From 2.09gr of the ob-
tained II c and 1.06gr of C6H5CHO (boiling in al 0
cohol for 4 hour4, 69% yield of II e (of 100-101
melting point) is obtained. U on hydrogenation
over R., 8% yield of Uh (of 90-810 melting point)
is obtained, Its chlorhydrate and picrate have
Card 3/5
CZECHOSLOVAKIA j/ Organic Chemistry. Synthetic Organic G-2
Chemistry.
Abs Jour: Ref Zhur-Khimiya, 1958, No 17, 57441.
Abstract: melting points of 216-2180 and 197-1980 respectively.
II g is produced anologically, from II h using
C2H5OH. Yield is 71% and melting point is 185-1860.
Dry CH 3ONA (obtained from 0.92gr of Na) is boiled
for 30 minutes with 4,72gr CH30COCOONa in C6H6, to
which 4.19gr of I is then added followed by boiling
for 1 hour,. by the decomposition with water and by
the separation of III with 2% NaOH, The obtained
yield of III is 55% of 214-2160 melting point,
General key of structure of the compounds involved
is shown aa follows:
R
~=C05
Card 4/5
57
CZECHOSLOVAKIA / Organic Chemistry. Synthetic Organic G-2
Chemistry.
Abs Jour: Ref Zhur-Khimiyai 1958, No 17, 57441.
Abstract: a: R -w OH; b: R w0CH2CH2N(CH3)2; c: R - NH2;
d; R = N(CH3)2I; e: R = W50 N; h: R = C6H5CH2NH;
g: R = C6B5CH2N(CH3)21,
For Part XV refer to Ref Zhur-Khimiya,, 1958, i41126.
Card 5/5
BORDVICKAI M.
cmmomomWorganic cbemistz7. Synthetic Organic Chemistry.
Abe Jour.- Ref. Zhur-Ehimiya, No 19, 1958, 64383-
Author Protivam., Mychajlyszynv., Novakl, Borovickam
Adlerovae, FAchv
Inst
Title Synthetic Spasmolytic Agents. XVII. Certain New
Eaters and Imides Containing a Sulfonium Group.
Orig Pub: Ceskoal. farmac., 1957, 6, No 8, 425-431.
Abstract: To test for spasmolytic activity, sulfonium salts
were extracted from the sulfides CH,SC COR M,
CHI SCHI)CH COR (II), C.TI4r'H(8CHj) % where
(a) R Is (b) OH' , (c), Cl, (d) OCH(C6 H,~r)*
During in vivo tests, the i~odo-metbylates of (11d),
HP (lif
(II) it r- (q;q;)~N, We), (II), RWCLk(-CH)Nc
Card 116
17
CZECHOSLOVAKIA/Organic Chemistry. Synthetic Organic Chemistry. G
Abs Jour: Ref - ZhiLr-Kh1miya, No 19, 1958.. 64383
as well as the iodide [C'41]~CH'pOCH~CH
proved effective. '~ S(CHJ ~Ji (Iv)
(Ia), (IIIa), (Id) and (IIId) deconpose under the
action of CH 1, and do not form iodo-methylates.
3
To a boiling solution of CH SNa (V) (made from
175 9. of the sulfate H~NC i-NH)SNa), in .5 liters
of ethanol, w*e added 1k g. Of C1"q4COOq'.HS-)- Boil
2 hours, concentrate in a vacuum, add water, and re-
cover (Ia) in ether, y1eld 650p b.]P. 57-620/10 =-
In the same way there can be produced (IIIa), yield-
ing 56ej and (:[Ia), yielding 700,3', iodo-methylate, m.p.
1230. 86 g Ia and 2D0 ml of 20% NaOH are boiled one
hour, 120 ml of concentrated HCl are added and ex-
Card 2/6
czEcHosLovAKWOrganic Cbemistry. Synthetic Organic Chemistry. G
Abs Jour: Ref - Zhur-Ehimiya, No 19, 19560 64383 -
tracted with ether 72~p Ib, boiling point 108-1120/8r=.
Obtained in t1m same way are 80~ IIIb, boiling point
1o5_1o80/8 m, 70f.,' IIb, boiling' point 120-124/8mm. To
10.6 g of Ib 'CD ml of SOCl;j is added, boiled one hour,
Iv is distillcd, 80~, boillng P~int 57-600/15 mm- Ob-
tained analoguasly am 65eP 111, boiling point 95-1000/
100 mm, 5657 Ilv, boiling point 77-82P/B m. To 8 g
04 CHOH ixt 35 ml of Ot Ik and 30 ml. of pyridine, 7 9
Ic in 35 MI of CiH4 is added at 00 for 15 minutes, from
the solution aLre yielded 7 g Id, boiling point 153-155V
0.4 mm. Md, boiling point 147-14911/o.2 =m; IN, boil-
ing point 169--172-*/0-7 M, melting point 38", iodo-
methylate, melting point 107 From 27.2 g C4HSCkCOOH
and iso-CjH;.MgC1 by a well-known method (RZh]Khim, 1957
26740) is obtained 19 g of 1-oxicyclohexylphenylacetic acid
Card 3/0
CZECHOSLOVAKIA/Organie Chemistry. Syntietic Organic Chemistry, G
Abs Jour: Ref . Zhur-Khiadya, No 19, 1958p 64383.
(VI), melting Point 132-133'0, and 2.5 g of meso-
-dipheny1succinic acid, melting point 224-2250
During the attAnpt to condense Na-salt VI with ClCI~CH~SCHI
(VII) and the processing of the mixture CH-I, only IV is
yielded. c~HjqAcom (from 6.8 g of acid3 and 6 g of vII
are boiled 4 hours in 60 ml of absolute, the filtrate
is distilled, of the processed fraction 150-152d/15 um
4g) cHi, TV is obtained melting point 98-5-99-5- 3.25 g
cyclo-d4H/I) CH(C,,H.,r)COOCH~CkBr and 1-05 g of absolute
~
pyridine is hcated 3 hours at 100-12D", the f-(Cyelo-CkHj1)-
CH(C6HS)-C00CII,CH,,NCSHj7Br obtained is triturated with
ether, meltir4,'~Point 103-1050, is very absorbent, in a
water solution yl6lds with NaCIO47(cyclo-COH, I )-(,H
(Cjqc')COOCH,jCIkNC,fHffC1Oq, melting point 122-123~',, 16.9 g
CI.H,,NHCOCkCI is 6iled with Ug of V in 100 ml of acetone
Card 4/6
CZECHOSLOVAKIA/Organic Chemistry. Synthetic Organic Chemistry. G
Abs Jour: Ref. Zhur-Khimiya, No 19, 1958, 64383-
15 hours, concentrated in a vacuum, water is added
and CjHj extracted- 54 1, R a CjHfNH, melting
point 790, during processing of C~j.I yields an si,
adduct of iodo-methlate I R a CjRjNH and (CHj)j
melting point 130-133!. ~ 9 of 3-chlorophenothiazine
is boiled with 3.1 9 of ClC~4CH,)COCl in 50 ml of
CjH& 4 hours, concentrated ifi a vacuum, 5-5 9 of N-
(� -chloropropionyl)-A-cUorophenothiazine is obtained,
melting point 112-113 . The mixture 3.15 9 of C['HTN(C?'
k)COCH4CH,C1, 1-5 g of V and 50 ml of acetone is
V6iled 10 lours, diluted with water and extracted with
ether of II., R = CjE6-NCejTS-(IIh). From unrefined IIh
and CH I in acetone iodo-methylate of IIh is obtained,
meltinj point 98 From 13 g (Cj IkF4 NCOCH
,,CH.C1 and 4.2
Card 5/6
CZr,,CHOSLOVAKIA/Organic Chemistry. Synthetic Organic Chemistry. G
Abs Jour: Ref. Zhur-Xhimiyap No 19, 1958p 64383.
g of V in acetone (boiling 10 hours) 7855 of IM is
obtained) boiling point 168-17570.6 mm, melting
point 63-640, iodo-methylate, melting point 111-112.5".
Analogously from CjHSC,~N(CjE~r)COCH CH Cl is obtained
IIf, boiling point 1W 1.6 mm, mel.Q Point 59-60",
iodo-methylate, melting point 107-1080. In the sez
way from N-(0 -chloropropionyl)-phenothiazine is ob-
tained II, R = N-phenothiazine, yield 61~, boiling
point 230-235"/l M, melting point 78", iodo-methylate,
melting point 131-1320. Report XVI, see RZhKhiia)
1958, 57441-
Card 6/6
BOROVICKA, M: HACH, V.
*Syntheses of methionine.
p. 700 (Chemie, Vol. 9, no. 5, Nov. 1957)
Monthly Indox of East 111%ropoan Accessions (EEAI) LC,Vd.-L. 7, No. 6, June 1958
I
-'
~
Zj
w1
s
wvjl; an
J,
ftbio4bY the
x*
pb
I
,
sis.o ~t
NT
hyl
7*. VI
xlea-ai t'as that of 2-
cthylayw cltx). 2 C.
NII sxe, M times that of
.
tiliYOUM-va all eae---4: r
I
i
CZIIWOSLOVAKXA1oj!.,,
Abe jolzr: I?ef
.N. Ncll~, -No 1.3 -- 19.56, 434.15.
pog,40. 63, .1.,?510 9
aD7,,,,og 16j2.1.64
0((-
~xm )
ch,Q111, 6-o, -Y'QZO 6 YdrOchl
l"Ide) %~ 3, 180 orld.)
-'194/6' ' 1 18.516 , 3,
153/0-4.-'f Q25. -5 NP " 200-201"; .5
J ~, R 90-92
-p-rePa.ratj ""Js no hXtjj~ L- T 11) - CII OR'
Procluct on or ze,th, , ~CH(c4r,) torzwv- 41
the Ochlorlde 3 N(Cq 110 )LUZ-),
-pl C-1--ate I~ethj, Odide the j - 1 .57 -ro.
aea-183 ' Mp 157-,,,~)~de re I zo?.&9'
VI th 6100 ;Be' of 8 fOrlzed (on
.0 .189 (cz cv as
cif CIM 4 b
cu COO.1 .190 3 ~Llvc7l Ap -174 Y'
~vl Co Yle cZ tn 6 -J 7.5,')
i to, .5
3% ng Jro,
ue-ne 77 7 V48 P-re
)11.L 90), vj~jrrecj Ours Xa
X, p
C,1460((Ji, 9 ror
card 3/4 the rWth (C~.tjj-)
35 j:zu) -.p I? ft
and vith
GZECHOSLOT1-'JCL*;- / Organic Chcaistry. Synthosis. G--2
Abs Sour: Rof Zhur-iddmiyCL, Fo 3, 1959, 8246.
luthor Barovicka, lrlilos., Protiva, l.-liroslav.
Inat -7 7'
1 07
Title Sympathic Ganglin-Blocking Oubstances.
Orig Put: Chem. listy, 1957, 51, No 11, 2118-2121.
Lbstract: For physiological tasts v!oro synthosized tho sub-
stan"O C6H5CR.ZCH2CH01 (CH3),27o (1) and 06H5CR
i a R = ON, b CONiA72,
,CG'12CTI2~1A (0 2115' 272 (1!) a
c 02AH2, d If) an(I soinu of thoir durivativas ware
propared. By a doscribod taothod (Blicke 1'. F. et
al. , X. 1,ncx. Chem. Soc. 1952, ?A 184-1) Ia was
'�I
t
11I) and
GB3)L-,N CH2CH201
propared froia C6H50H2C1q
in tho prosenuo of NaNH~pj yiuld 8?%, 0 1400/1.2
an; dipicra-to, lvip 2,3s-2rxq0 acc)tupheriono-
C-,,rd 1/4
C'Z,EC.11Oc3L0V._KI.,. / Organic Chemistry. 'D'YII'U h C'S i s . G- 2
--Ibs Jour: RoE ZbU3?-Fhi1UiyV., ~,Jo 3, 1959, 824:6.
;.abstract: alcohol) ; bis-i-.iothiodido (IV) , 1,7112 254-2,0550. In
tha samo nlanq~r was 1,roparod IIa, 13P 140-1420/0.1
ML, (p f tic-Com-Dosition of uipicratc) ; dip-
icratc, -JT 151-162'o (from acetone-alcohol) . C.n
rapiCt adO.-ition of (C2F_5)pNTCH2CH20,1 tc c~iixturo of
III und WaNTH2 ill C6Hr, tliero is fcrmod as a rosult
of a vigorous reaction, together with IIa a':.SO
IId, BP 128-1350/0 6 Lim; dipicrata, !..:P 12.11-126c)
(f rom aootono-alcoM) ~) bis-mothiodido M , 10
190-192() (tiried at 100 . Oily hydrochloride
synthesizod by addition of an oxcess of lCp%0 Sol-
ut 'ion o.f 1101-gas in othor to 10 g of Ia in ethor,
is driod in vacuum and ho-itod for 20 minutes at
50-950 with 50 -!il of concentratod 112S0 6 and 1.2
fal wate:r. Yield of Ib 53%, BP 140-165 /0.4 mm.,
Card 2/1,
84
CZECHOSLO-GaIa / Crganic Churaistry. Synthusis. G-2
,',bs Jour: Ref Zilur-F.Iiiiaiya, No 3, 1959, 3246.
.lbstract: MT 103-3.040 (from benzano-patroloiga othor) ; bis-
mothiodido (VI), -~L-P 257-2590 (frofa nothyl aloo-
1101-0thor) . JLri,-Qg,)usly was prepa_-.-ad IIb,jiold
511/,, 1,11 06-G80 (from othor-patroloura etiw di-
picrate, 133-161.'tO (from aoato-o~i,~~nona-alcohol)
bis-mothiodide (VII) , 1T 190-1~120, softoning
point 161-1620 (from aloohol-acetono-Other). Re-
duction of Ia over skeleton Ni-(1000, initial
pressur-3 105 atmospheres C113011, sat']-rat(,-' 'f'th
NI-13 while cooling) gave Ic, yiold 66'/10, Br 116-
1200/0,~I m, On cr-stallization of crude pierate
of Ic from acetophonone-othor iaixturc (5:2) thore
is formed the dipicrate of 3-pheny"1-3-(alpha-riath-
ylbenzy-lidenami.no)-hiothyl-1,5-bis-dincthylamirio-
pentane, 11T, 163-1-640. 2.6 a, Ic, 0.8 NaOH in
10 nl alcohol ara boiled for 10 hours with 7.1 g
Card 3/4
,
'7EGE
Ij,u -'OSLOV,,.M'' Orguliic Chemistry. Synthosis. G-2
1',.bo Jour: Rof Zhito-KhAmiya, No 30 1959, 62"46.
A~bstrasct: CH31, aildod 7-1 C, CH31 and 10 ;-.Ll acotorle, boilod
1 hour, and isolato 3.2 g of nionohydrate of tris-
methiodido of 3 -phenyl - 3diracthylamino ethyl -165-
b i o -d ink~'.-'.thylamino -pent c no (I`III), P& 153-154 I,de-
compooos; C113OH-othorl- oialogously to Ic was
preparel IIc, yield 761%,, BP 145-147O/Oo4 ram; tri-
picrato, !-T 187-1690 (from acotophenone-alcohol).
Boiling of He with (CL3CO),O in toluunu (15
minutes) gives acetate of Itc, 3P 180-1900/1.4 mm;
dipicrato, IT 131-1330 (fron acetone-alcohol);
bis-mothiodide (IX), 2C24,145 ON3i 2*C,3H60.CH40
(from acetone-CH30H-ethor), DIP 1430. TV-IX show
very slight ganglionic-blocking action. Com-rauz-
ication V see --RZWUiimBk-h, 1958, 31557. -- Lntonin
EMr
Crard 4/4
CZMHCBLOVAKIA Organic Chemistry -.Synthetic organic chemistry. G-2
Abs Jou:~ Ref Zhur - XhitdiyA, No 14, 1959, No. 49483
Author Protiva, M.; E=er,, 0.; Borovicka 14.
Inst Not given
Title Antihistamine Compounds. XLIII. Derivatives of
Diphenylhydramine with Polar Substituents
Orig Pub CeskoBlov Farmac, 7, No 7, 380-385 (1958)
Abstract Continuing their work on the synthesis of antihistamine
compounds, the authors have apparently synthesized
4-HOC6H4CH(C6H5)OCH2CH2N(CH3)2 (I) by the reaction of
4-CH-;'COOC6E14CH(OH)C6H5 (II) with C1CH2QH2N(CR3)2 (III)-
The isomer of 1) 4-(CH (IV) has
Q)2NCH20H2OC6H4CH(OH)C6H5
been s nthosized by scheme: 4-HOC6k_,OC6H M
- 0
4 (cH 12NCJ[2CH2OC6H4COC6H5 (VI)--PIV- In addlon,
4-NHI.26H4Cll(c6ll5)OCH~C112N-(CH 3)2 (VII) has been synthesized
Card 1/8
CZECHOSLOVAKIA / Organic Chemistry~--Synthetic organic chemistry. G-2
Abs Jour Ref Zhur - Khimiya, No 14) 1959, No. 49483
by the scheme: C6H5NHCOC6H5 (VIII) + C6H COC' ('X)-+
'-C6E (OH)C6H5
4-C611'-CONRC6R4C0CT5 r 15C ONHC 6H 42H
(xi 4 4-C6R5P0NH ~4CH(C6H5)0C'VH2N(C~(a)2 (X,,)--*
VII. AtteaptB to synthesize 4-NO2C6H4CH( 6H5)OCH2
CH2N(CE3)2'-&(XIII) proved unsuccessful: 4-NOqC6H4COC6H5
(XIV) is reduced with MAIR to 4-N02C6E4PH(0R1C6E5 (XV);
however, the reaction of XV with III apparently yields
4-C6H5COCg4N(0).W6H4C0C6H5-4, (ZVI) rather than XIII.
Attempts tv carry out the bronination of 4-N02C6H4CHpC6H5
1711) (Obtained by Friedel-Crafts synthesis from
No 2064M1 and C6H6; bp 145 - 1490/0-2 mm) to obtain
4_N02C6W1[-(Br)C6H5 gave XIV instead. The saw result
is obtainDd from the reaction of XV with PBr3 . 29-7
gms V in 50 ml abs NC ~H5 are treated with 15 gms CH 3COC'
Card 2/8
G-6
CZECHOSLOVAKIA / Organic Chemistry--Synthetic organic chemistry, G-2
Abs Jour Ref Zhui, - Xhimiya, No 14, 1959, No. 49483
over 15 min, (the temppr'atui~e rises firom 6o to 650), the
solution is sti~Te4 while abolid$, 2bO ml ice water are
added., the solutldh is acidified with 80 mi cono EC1 and
4-c * )CO5 (XVIII) is isolated, yield 93%,
Hj(;OOC6A4'C(
MP 8 () (corrected; from a1c). 26-5 gms XVIII in 200 ml
CE30H are hydrogenated over 5 gms Raney Ni (200, 90 atm,
1,5 Iv-a, 2.8 liters R2), and II is isolated from the
filtrite yield 82%, bp 155 - 1600/0-2 nm- 7-3 gms
ii, 3-8 ;n; III, and 2 gm of 70% NaNR2 solution In 40
ml a'h-; C6H6 are refluxed for 7 hra, 100 gms ice and
15 zi cone HC1 are added on cooling, the solution is
extraoted vith ether, the aqueous layer is made
alkaline with 40% MOB and extracted with ether to give
11 44% yield, bp 163 - 1650/o.4 m=, picrate (PC) mp
1500 (corrected; from alo). 17 gms V are added to a
Card 3/8
CZECHOSLOVAKIA / Organic Chemistry--Synthetic organic chemistry. 0-2
Abe Joux Rof Zhur - Khimiya, No 14, 1959, No. 49483
solution of 1.95 gms Na in 50 ml abs ale, the solution
obtained is refluxed for I hr. 18 gms III are added
on caDling, the solution is heated for 6 bra at about
1000, the filtrate is evaporated under vacuum, the
residue is made allmline with 40% NaOH and extracted
with other to Sive 17% VI, bp 170 - 1720/0-3 M, PC
mp 154 - ir,-50 (from aqueous ale). 2 gms VI in 50 ml
abs other at, about 200 are treated with 0-57 gm LiAlH4
in 50 ml other (added dropwiee), the solution is stirred
for 1 hr at. about 200, refluxed for 1 hr, decomposed
by adding 1.0 ml water and 10 ml of 40% NOE; the
other layer yields 41% IV, MP 83 - 840 (from petroleum
other), PC.MP 117 - 1180 (from aquoous ale). 100 gms
VIII and 70 gms IX are heated to 1800, 50 gmB of
anhydroua 2;nCl2 are added over 10 min, and the melt is
Card 4/8
G-7
CZECHOSLOVAKIA / Organic Chemistry-Synthetic organic chemistry& Cr-2.
Abs Jour Ref Zhur -, lihimiya, M i4, 1959, No, 49483
inwdlately poured into cold water; the substance
which separates is dissolved in 750 ml ale and 700 ml
water to give 34% X, mp 1510 (corrected, from ale).
34 goi z In 1.5 liter ale are reduced with amalgam
(7 g=3 Na and 250 gms Hg) at 150, the solution is
left -be stuad 48 hra at about 200, 3 liters water are
addod to the filtrate,, and XI is isolated, yield 82%,
mp 1570 (corrected; from ethyl acetate). 9.1 gms XI,
3-8 gins III, and 2 gms 70% NaNU2 in 60 ml C6H6 are
refl-trced for 7 bra., 100 gms ice and 15 ml conc E01
are addod on cooling, the solution is washodfa- I E7
with ether, the aqueous layer is made alkaline with
40% NaOR, extracted with other, the solvent is removed,
and 9.4 gms of the residue are converted to the PC of
XII, mp 1700 (corrected; from acetone-other); the PC
Card 5/8
CZECHOSLOVAKIA / Organic Chemistry~-Synthetic organic chemistry. 0-2
Abe Jour Rof Zhur - Khimiya, No 14, 1959, No. 49483
Is kfdrolvzed vith 15 ml (1 -. 1) HC1, the (N02)
06H213H is removed with C6R5N02 and ether, the alueous
la.vo:r is made alkaline, and extracted with other to give
XII (0.9 gme). 4.4 gwB of crude XII, 6 ml water, and
0.9 13m, NaOH are refluxod for 6 hra, the solution is
evaporated unler vacuum, mixed with 30 ml water and
30 Ml other, the other layer is evaporated, the residue
is dissolved in 40 =1 N L?7HU, the reaulting solution
is washed fs'iE7with other, Liade alkaline with 4%
Naon, and extracted with other to give 0.65 gm VII,
bp 220 - 2300/0-3 mu- 14 gas xiv in 50 ial abs
totrahydrc-furan (X]X) are treated over 30 min at-