SCIENTIFIC ABSTRACT BERLIN, A. S. - BERLIN, A. Y.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000205010001-2
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: June 8, 2000
• Sequence Number: 1
• Publication Date: December 31, 1967
• Content Type: SCIENCEAB

~'Iqmp-
:7
. 'k )~, A

66 OD
-OL4/0020/0050.
ACC. NR. AT6008783 SOURCE CODE: UR/2657/65/00:
Berlin, A. S.
A
ORG: none
TITLE: Selecting the electrophynical parameters of semiconductor
materials 1:
intended for diodes used in SHF cooled amplifiers
M
SOURCE: Poluprovodnikovyye pribory i ikh pri eneniye; sbornik statey,
no. 14,
'1965, 20-50
TOPIC TAGS: SHF amplifier, solid state amplifiers semiconductor diode
semiconducting material
ABSTRACT. Based on 1959-65 Soviet and 1960-64 Western publication's,
this:.
review-type a-~ticle considers parameters of'Si, Ge, GaAs, InSb from
the view--,;-L
Point of usiag these materials in liquid -helium-temperature
parametric diodes.
Card 1/2
UDC: 621.382.28

L, 39556-66'
In a single-stage diode, the noise temperature decreases with the
diode temp
era
ture, provided the dio(ie parameters do not vary. - These parameters
of semi -
conductor materials w!e considered: maximum Q-factor, electric
strength of thei
junction, majority-carrier concentration in the base,
majority-carrier mobility,I
working -temperature range. Beat published diode characteristics are
tabulated.
i An n-GaAs source material with N >, 10 11 per cm3* is recommended
for cooled
I diodes. Formulas and curves are presented which connect Ca.As
sharp-junction
homogeneous -base diode parameters with the parameter Is of materl~,!
and the
geometry of contact. Alsoi design of a diffusion-type GaAs diode
functioning at
room temperature is given, w3 are formulas for calculating t1he
effect of ternpera-!
ture on diode parametera. With proper selection of parameters, GaAs
permits I
tv
bullAing high-quality point-conta.ct and diffusion cooled- . Pe
diodes for the SHF-
_4band oneration. Ozig. axt has: 9 flguresj~ 33 formulas anti 3
tables*
SUB GODE: 091- SUBM DATE., zionei ORIG REF. 0 12 OTH REF: OZ5
-t6ard Zj?.

~ACCESSION MR: AP5026910 UR/0109/65/010/010/19OT/1909
621-375-933-029.65
--AUTHM B -A- ?o
'A.; st
A. _avk _jov. Ye. I.,
Khotuntsev, ru-_~~;--Sht-XXO-V,7, D.
TITLE: Parametric amplification i the 8-mm band
SOURCE: Radiotekhnika i elektronika, v. 10, no. 10, 1965, 1907-1909
TOPIC TAGS-.- parametric amplification, millimeter waveq
ABSM1&CT: In recently publishedartioles (F. .G._D9Loach,.Proa._1EEE,
1963,--51i 8S-
A153 LM-others)-on-millti~4t~~.b-aha---s-e-m-ico-ndu-otor amplifiers,
no characteristics
have been reported. The present article describes the design and
characteristics
of and indicates an application for an 8-mm-4band parametric
amplifier. Coax1al-
design epitaxial germanium diodes with 0-04-0-08-Pf capacitance and
3--5-V
reverse voltage were used in most experiments; critical frequency at a
bias of
-3 v was 2BO--430 Ge. The diodes operated as amplifiers at a low
pumping power and
&n operating-point bias of 0.5-2 v. The diodes were tested within -60+
85C; up to
+60r, the leakage current at -1.5 v was I Pamp or . less. The new.
diodes-were tested
in a Bingle-eavity 8-mm parametric amplifier ~ee Fig. A of
Enclocure)..'The signal i~s
applied via a tapered wavoguide matching - unit 1. Behind the diode 4,
a short-
circuiting section 2 iB arranged whose length equ.%Is an 'odd number of
:Cori 1/3

77TT_-~
L 7722-66
NR: APS027633 SOURCE CODE: UR/0109/65/010/011/tO8112084
XAUTHOR: Berlin A& Davydov, V. M.
_'S
ORG: none
TITLE: Method for measuring the 0-factor of nonlinear -capacitance
diodes at shf
which does not require reference standards or tuning of the measuring
chamber
SOURCE: Radiotekhnika I elektronika, v. 10, no. 11, 1965, ZOSI-2084
TOPIC TAGS: semiconductor diode, obf measurement
i ABSTRACT: Regardiug a negative-bias diode as a passive linear
quadripole. a
new formula is developed wh ch permits determining the 0-factor of
the diode
active r6gion on the basis of measured voltage standing-wave ratio
and phase shift
at two bias voltages in any measuring chamber, without resistance
reference
standards. The spread of diode-case rarameters does not affect the
accuracy of
measurements. An experimental verification. of the formula, is
claimed. The
method is recommended for 10-100-~Gc band and for the cases when
retuning of
;the diode chamber is undesirable. Orig. art. has: 3 figures and 21
formulas.
SUB COD11r.: 09 SU33M DATE: OlFeb65 ORIG REF: 002 OTH REF: 001
nw
C
aid 1/1 ~UDC: 621.317.337-.621.382.Z

AUTHORt
Berlin, A.Ya., Engineer SOV-91-58-4-13/'29
TITLEt
Grounding Blades in 6/35 kv Covered Distributing Centers

(Zazemlyayushchiye nozhi v zakrytykh raspredelitellnykh

ustroystvakh 6-35 kv)
PERIODICALt
Energetikq 1958, Nr 4, pp 18-19
(USSR)
ABSTRACT:
The author suggests the use ot Y-shaped
grounding blades

for 6/35 kv covered distributing centers with
vertical bar

d4-:joonnectors having mechanical blocking system.
This me--

chanical blocking system permits the grounding blades
to be

switched on only if both bar disconnectors are switched

off. These blades, installed on the fork of the 6 kv bar

disconnector, have a precise operation and their design can

be
utilized for bar disconnectors with ordinary bar systems

and for
6/35 kv line disconnectors.

There is 1 diagram and I Soviet
reference.

1. Electrical networks-~:quipment 2. Disconne--t
fittings

--Equipment
Card 1/1

RIIRLI XAXARDTA, A. N.
Some reactions of bls(4d-bydro3yetbyl)amiuo-i~-benzoquinons- Part
2. Zhur. ob. khIp. 30*no.11:3718-3721 N'60. (MIU U.- 11)
1. Inatitut eksperimientallnoy i klinlaheskqy onkologii ANN BSSR.
(Bensoquinone)

BERLIN, A.Ya..- KURDrUKIVA. X.N.
Synthesis of p-diazoacetyl derivatives of
pherWlalanine. Zhur.
ob. kbim. 30 no.11:3759-3766 N16o. (MIRA 13:11)

Is 0 In W
11 4 11 M is M t? 0 0 a 11 x 39 Is 11
51-4-1- 1 9 M! WEISU-7 -s- 7?-,
.-W.A.'LO --'"D ~~tMts
J. Gm. Chem. (U. & IL 411-%1931).-Bayer (Ana. 107. 27KIM)) and
Sdulte'
(No. IIS. mid Uer Nanarilds and Neltrasow (C. k A WO deoctibcd
the
*0 a'
a# as. waim x4des by Mm action of HA ca unim chkridn or the
oxides. A
=o! fatty sad aromalk anko w4lides obtalmad by IL wA S. am tidw
new mupd1s.
or !M pg by noM ndba& 7be results of the Investication fully
6=01
(RAs an manomm with mrsual mol. wt., while tbm of the formula
RAs:S are
polymess wft abooraW =oL wL Tte aWn of K3H and Nj4S an wslw
chlocidcs In
aic. producm Identical compils. with thm obtained with 11,81.
0.0krovilrylar"'SO
CICH:C4As& was obtained in IA-c. YkW by passing Hts Into 2 a.
of 0
CIIH-CRA" inabs. ale., then brinsinSthernctimmantos I= quickly
cooling
ht yellow plain with repulsive odoc sol. in C-% and CHM poorly
Pol. In a1c. p
A**S*xY1"Si*V -H(OCH.CHAs% obtained in O.I.C. d by HIS as*
I
into 2 g. ol P-HOCHI V-:A 1. Wc. I, tbL p. of B.CO.. .=6 to '09
formation of a turbidity, allowing to stmW 24 hm, sepir. the cry
PpL Wid washing with a little MhW, m. WIO*. "cdPxyMky&rjixo
s%OW, AcO.
0 0 CiHo= Prepd. from 2 r. of AcOCtHAs" lu ale.. BaCOs and HIS.
m. MI. Sol. In
ale-, in R(#O w4 CHM Etkykraiw n0& was rpd. by Dm by a
different
method (et. Tol3an. C. A. 5, 15, mg Washburn. C. A. I j 6M). By
the intmaction of
HIS and IM S. of AtAsCI6 In sk. was formed an oil. which was
wpd. and dimlyrd In less
CHM then died over CaCh, and evapd. in vww, giving 45 g. yellow
oil with offensive
0", Sol. in C-% and CHC6 c64 ISM Mal, wt. found M.I. caled.
Bid. P"ylarsine
00
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A. V&. PA-0im. J. Gfm. Clsems. (U: IL 111.
)11-931142 tho name a) cc. lu% N 16AM91N. Afiff & cmlhwW 311"
off
00 4 4
1 2 urs. and aftsdift overnight. the aht.
0& (19M).-CarbatrikI-ersiostic WW. HN.CjI,.LH.A.0- = vitb
animal C and the fittrate acidified, giving V% -0*
UG-7' wwi okAaknW by the following
TitiowaxpuAWbycon-tinsitvnthboiNDS -00
n .
i
tion. (C;~JsNH (h) + HNID: - (C4WjNN0 + a' r
:,os - WA 00
c5i.-ZH. - Nasah WO 600
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mr-
pg. with dil. HCl
H(TJII) + 11, - QN05~ZZ11111 + NftA-0. - 1. M 130 in a mim 44
~.jj =. when 4.4 S. I w
wu obtained in 81% yield by theilwethad of Lindmuna HCI, 2) M.
Sk. -and a (rw drops Of I(ProZ 1.1
lKh
IC. A. U, 270). A subt *I W a M 49 pe. NCI (d. I isetil, AW tW
will, tmated at rum temp. WIC 0 t
175) and 400 al IH - stail'Zi 133 g. NaNod ,,,enj f4, SD VAR.
The pps. was wadwd with 20% HCI
H.0 and directly neurtalimid wkh a cold N~OH =k. Wsd*WjmVww.
IVInak. treated wish" 4. 7roqj
ab ztd. with RIU01"S'"Ave -
of but cemmed.-HILI SAW the CfYVt 000
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of twat)
Willi ocr-
alut
-CP
JI I (K - CII.Clitellw. Thus lum Foracts with a.$-
unsold. cathenyl ecompoki. not uWy arvointing to the ditor,
oynihorat i& lHorle, of dl., C, A. 20, 4M-0. WI), but
Ullider tvilloin cendilitims it SIvt3 Pltxllllrts
Withl.1111 CYCIWStkM. similar 10 PYr(Ok itolilla. ". CO.).
by combining in the a4itowitiols with I and 2 acrokin mots'
with the transpositi6n of its atom of atom$ to the double
bond of arroltin. TWn reaction does not 11
Ae PI&M In the
abactione of S(h and In I be co .4 acidic compas.. such
as twS. and istoors. wsm%, ArAstc"te.. andirot Vda ml W
orilyordy at the -plimunOxIs Comm. I.
1. in Itlac:
lk"l fill thms not Calolyse 11tv oesidensatiatill of turan with
we
low olthrr similar u.-smid. W"Ydn mid ackla. Thus
ac-yfic wid with turan pvc only the polymm'" ",
Hydroquirkirlor is added to stabilige martWo, tilare writhrint
it the entire aldelivile borcemes potyrocrixed. A mixt.or
146 S. turan iredistol. met No), 120 g. of dry acrelein
conts.0.4g. hydroquintirsea"O.AmLors,
10 no; - SW in a slitst a Lt (!~M
-lined astoorlove was ted at Im
Of I hr. and then vacuum distd., giving l7r.laar!30.4 It.
11. 1. bit 91 ". d,,: I M91. dj$ I M74. oV 1.4772, M. R.
Tbeacv~J(M) bolab"
(A4bt d-soMm.). -. A"'. PtnW. by oiddlaing i in H.0
L At .19=Azf%tp#.Cunlvl
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7

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1 CII.N. Ithe ei-Mot ester. tht 172 4'. M. W.6-

boiling In
caslord. 1ICl bilemlinior acid. m. IMA-10.51.

.00
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rderortim. U. Coadjagation of tom- &W

-00
bashythrobessaldoWe
with MX014killi. A- Y&- Retim

Mid S. M. Sh"Im. 1W. Its-21-The
tender atkin of

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at-teirghydrottemusidehyde (f) and
hyde kill with s,"Itin In the pursence of.04N and hydrro-

-00
quitione wt tkwiribcd above gavr

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i-s-firopionaldehyde till)
and

=00
jiropsoxo:Uorh~do, k1V). relop. Thus. the coadeniattloon of

I
and U and Ohm Kof furan with amokin proceeds analo-

Q99
arpusly. I and H wmbtainedby the method 6 and
i
f

ew
n a
Alder i C. A. 22, 1144). The truner a is loirm
on Adding a dirilly tit JIM or H.S101,; 16tru"t'. 178". A
hors

Cle 0
.
mill.4.1 I, jig. it. w till. .1 dry amaltin stabiliseit with
"
b

- go

Ah oheu he&" in sortiled tu
a
hyditiquintow and 4 sits.

:
at 100-S' lot 3 his. and thrit
vactsum-oluild. pvr 6.2 S.

% xte
IV, b, b14 132 3'. It quickly
rcdutn FrMial

zoo
solo. and AgN(.)o in N14,011 and io,
polymirrized to a hcsvr

num, tolik-bonbratins is depolymeri" to
M"llil. wt. 1-16,

I&I (calerl. for C,sH.M 168); is ceuld not lic
&td. be-

zoo
cause tit the rapid jwly4lrritatism of IV. The "id.
tn.

The kcittat It, litt-l" do' LOK, so%.' 1,4113.
,_n ~f 14
I with 3S ml
'11
ti
~~d
5

twoo
.
o
oot%a
g.
.
21.
M, It. 4
wrokin at above gave 14 It. tof a pioduct. It. M

tie*
in the came
oil IV. it wall imporwble to obtain pure M be
:

tie*,
---
Cause of 1hr rapid pelyintorization and the incomplete de
'
'

to 0
.
. It. 14"
_ P4AyWXFiJPAtiOn On ho-Wiling. 111. 1-,. 140 2

The acM. m. 161
*. When its N- salt wat, li,~~trd

3w a!._
,
Ana 11110410 owl

a
:

1 X4
w 0 D Itailli eta $Iln 11 a a it a
0 0 0 0 .0 0 0 0 0

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its the IOICWfkV Of 40160141 I'll it lgd%v the IV Stiff, III-
Polymort"fim of it"01010 Stitt Otlylic odd sod Ott shw-
twotill U*ir dimam
1wirbren"ova anti F. 11, Itahmovit-b. Ibid. ZJ 404-
It hatittemlitiuvrnalm%r that wift-uncy,flein J)lindaixylitr
wid (U) we bested with furau in the almorme of thq S%
catalya they ate easily polymerized to corresponding
and polymem h was of intricitt to invegignit
dinvitt
Ow struirlore ond the inffimniun of formation of I and U
dimm. Aulmlaving I(XI owl. of (hY I in IW Int- CJU is
(be P"Verim 04 & little hYth0quilhiliv at IW for A 11114.
save W It. of I diturr, which litovvd to Ise
itsky4prProx, c .6 - - " - - , , __- __ - 61, (m). b.
I,.CMCIIM.CJI,.CII;
146, 6 4U 41A', it-, it:* LON6. xV 1.44141,
161. R. 214.73 (taW. Lf Cjt.(N, 28A1). mol. wt. 112.
The sanve remits wer, olmottled with fors and HO as
Solvents. Without the mitalfilizalion of I with by4roqui-
moor only hiSh-niol. polynirtiliand no dijun wtfv loonted.
M an stgrAng for a itw days omis a tvinm i1 blexamer
&stable v*,mw toass. By arAlogy with the Alder later-
pmatiou of the cvindrulat tort 4-1 ryclommtSidiene to dinser
and polynict, by the **dieue syntlummilti" tC. A. 25. IKM).
III* fornation of distim. triturr juid polynim of I can be
wbeinatically represented us a chain of c9melcowd pyrao
sucki. Item:
CII.C111- CII.CIf,.CtI--CH,.CH.CIIO
I I
11.1.0- cif.0-01-0 - 'k
In gives citify a Itiorotwilmatwoulm, III 1z I-4-ulf-A
twitmonsiffor, It, 10.1 1,N)" If's 101 2% whi. h fit III.-
stillym
hydetWastioij of".0j ottly I trial. 11, pvtog
WPOjOrfax fit - 1.14 ', dmi-ske. 4, 4
I rsp, nW "hum o" J.'llost; ift A. 4 5 rA % hr 4111rile. 114.
41
If r" v` 441, "`111t "I"
411-11 i1"1'-247 U .11 1 11111 - ".. 11", ", - I(
I jl,~_ ~. . 111-11 I'llb. ;11 ;_,1h
h
f, 40 1 d .1.11. 141.1 in u_ 1111~ L1,11I
CHICII (011 IIIIiI.ClI.-CII Cit. It. 1(W. d.11 1,117. iPV
.. 1. - . - - -1 .. - - - ~ I I 1
Uloilithret1wilh AXNOI in lilt, soln,
Pvc the and (hit SAII). firating"s, Illnuttil. furem Ott
afte"luix-al gave 3g. of U dinw. which
pto%vil to be arroy(A-drourpy(k acz;4, IL*11,: ClICOW11,C114
COJI (IVJI th. 141;'X*. tv.; 136". d"' 1.114W. ru 1.45=1,
M, R. (14.78 (eak-d. for Cj Ilt)" I ~%.I if , luo). wt. 2NAR
icalcill,
1"). Thu.%, the niol. wt. of IV, deid, in CgIll I)y the Mo.
stropir method. Is nearly equal to the fouttold value for U.
This I* awritwd to the a,,jcn. pioerss cliamcirriviii: for
carbOxYlle Will% tcf
to a - Vlstlattikt. Ann. M. 23".
)). The following reactions provrd roaclusliccly that
TV is a dburv of 11. IV alistotim unly 1 11, imming pli '
RICLI"CHICHIC0111, lim 145T,
TI If fruer. th, W, d.14 LON.S. d,1.1
M. R.37.82 (iraled. tot CilltoO.,37M),mol. sit. 14.14 (ca".
100). This pruvrd tubeidentival with thc%lemtrrof the
now " syniSmIted from EtCtW] with Me hydromeryl-
ate. While the polytimcsization tiff in fut C4jI#wWRW
analogously. the "mclensat ion o&uf U is influenced
97=be solvents. Thus. U in furan Save only the dimim
and fit C*Ha hilthey polyint-tit with oly Irac" of ditner.
Chm. Maur
so
0
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06
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00.

es

00
-!r Ow
r

00

.
-

00.

99.

00.

aw~"

too

slow 614461

--
.

low rot ~

Jr

: f
I
jot

w g 4 a 2

03 Is I? Q Is a al a m jiva.21 Intl v Is
A Is r--& It- A-,L. X_
00 "Ptat'.
00 .Pet
-00
2(s) Nit"010104 "'14
J. Qfidi~ws. U. ILL
M the
00 X.1 . I
0* jF ?BMW"
"i" Uh Afewide (UP
400 all A 3-nitro-4-semintsim-actw-
td.. C. A. 6. 309) in dil. N&011
a M NIAPH ;6i 20 mi- HO) and 15-7 9 - 1-00
N&N%im22DA%I. 11#0at -8* waxotitteeddrupwim to AM
Al.1140414210MI, 1110. '2 0
DMI"diard wkb IN) Mi. of 6.N NWII Ow Abell trevalrd
200
with t1w No W=WtA Sol*. (M Alt AsM in I[V nil. of 8 N
NOW Ow ". with la mi. watrf) end 14 Inixt. 0( 145
sal. IW. 0 Al. of coned. JI.Sut and & od. of 10% CaK)e golb
in Mi NIUCIII, ~ IU next day, the rwtkm unit. wa-
fittoW md ibr A%mo was ttested with 330 AM ut 1, goo
N&1,130e. The bat ado. was efftoompil. wltbbtlj~ If-jr,
wasobtalmd by Untingit in CHChwith CI, rmfymg. the goo
rmiltift M fmm ak. coutC. a kv drops of coned. HCI
0 on. in UftCO with an equal vol. of coned. Me -00
mend 4wo
oil, IM.m.73'.
-MIDds. form pok yelkew powders. Ch". HIM,
z4
i Jkis- .91ALLVIKKAL 1.119II&TIA9 CLASOFKAT" 41-2-
1 1..., ~ - -I---- __ - - I .. I. :-
40~1 J.'" goo
-wit ;4.1ceii Olt (P,- as, -'s,
u a A, *3 It t" *A a 1 8 ow 0 -0 " I W I' I A" 0 1 9-7
feet 00111 Nil it" wnn 11111"W"
9 0 0 0 0 0 1111 0 0 0 6 0 * 0 0 0 0 0 0 0 a 0 0 0 0 0 0 0 0 9
6 0
0
*'P,v a 0 a 0 0 0 0 4 0 0 0 0 00 411411411 0 00 0 0 4110 0 0 0
4 0 a # a 0 0 : :

I Is of u V) u is is 1? 11 v w IS 16 Ir 0 4 a Al 4
14" A.. 149~ 411-00
AN
-.0
00 It
*9
00 Ake. !=U. 6L & 194^. "C,~' 32 -00
"KIM,
40111"f* add M. 9.) mad 30 m AWN
rw
"I *wn" an It IMU biktk Im 3 his. to W 1.93
so M0*-w#W%rk **WrW*. b, 1*4% 0, ar', (11M &,*.
004 .11-76 10 4*131 J. buteldi"t Im a cv,
d bftlfd Is a OMW tubs tw 2 hn. 't 110. too
with INUM 67, NFARI. the mWe. aJU.l
-1 oxtd. With 19.0 %iwd
(ep" WOW). 0. M. K.
doe
moo
lee
too.
loom l1visslav-0 ------- *DWIRV goo
- I
Sdao&e -0 2 logo "At M. O&( 026411 dw a" its lies
14 0
u 0 AV 10 LS 0 1 ; j ; ; ; - " ma 'a I I a tm
0 00 0. Goo o 0 0 0 0
*so 09 0000 V
IS
qgq L
ZVI "M

I " , 0
ty-
J1 kkf-] If A-Wo I
041"4%M Aw P110#6614k wool
OSA
*90
0 Wd &w. Ad 0D 5 1 =
M Vtta
14.
(1). KOH am am Akftd
ZUNOH g pr9dad MNO- -00
md 6040d Jar 3 bm, lbry the -" -- .
H^ "it VA. 13340. HY
*Od -VH" slat the Mut witis
-bb
A
. . pbS0,a Slid KOH must be StINTICI
094 C:n 200
.r
004 ,d im-cockd diarw t1w tat". time =00
dtc,.,P., Z C'm "p1w- -Y r-d'
godimet 6
Abm ON w&uwd wit
09" 14
004 dWuW Ad
-p. is ROD t0!r(jFJ- %r be ftm
..Q SOO
Mai elm "it.
. , r
840H ft see
ifO tbw d" mog gat. of H=iOw%
1A
1A beA
.Vf,llff Raito,. ;41 No K011
to R114 1 190, , - -etysts
%WY 0)"
t', t~
an to
Oitll OW "T all
tw a is a 'I v
61 n it a
OOOo_O 00 000 e Or* 0 0 0,0000 000090000 0 0 0 0 0, 0~0 0 4
somm - 190 A
RIP-
e0MR-
MAE. -g
-0
'N
A

17
17
M.
A 2 1 -A- k--L-
-A

F

At"Wo S-oxide (pavocalino). At. N. Shchlikills.

At

%nh icr~N-Illljt Rave Q'A "isole SN"Yallwir A, '11111F I"V41,

-00

S.
A~ Va. flerlm, all'i F. 1). . aomlva (All tfidori Client.

(it
6dillivultly .4. in 4~4,1 %vit,t Awl Ah- . 411-1 hvdil6r.

00

- J')W rd Chem,
rh&Wlt arch ln,l., hlowi,w). J. .11

011 WArIllilli: 1o -11INIO'
Ill, In - (frool

,

161111

18, (Lit (a X-) vnis

OW). 1
111, mw hef 11(limr Ir.31 lit hi, 1,14,1111. t4ltl IJUDCll At V

lee
so
CLMIre"ell intothrIt4v ImAr by tre4illivill with .414
I - K N.Sth

1411h rl"Ills. I'lle l(tt) 'ritt. tit the 1111lit.. after
drying.

43V 1
hAl N the r'-dgicti"ll 4.1 thr Q%Oc to the Irve

"to

wa. IUMM 4owly with oAlling tu NI cc. littO own. W

bawl
lie ~tlllaulic "let (D twtng All 1UtvTtIk-diAt9.
4
4
M
K

0*
008
lIsAviting. OrMalmn ofard" out INV. Thenilil~
was then treated with 4.6 It. lik-ric acW *cut aW*-cd tit

iv-.
31111
.

.411to

Got
stawl f-w 2 be*. to Vel.1 #11 it. apm.-Itx~ ly-Oxwo pirr4se'
"

.00

111.118
(crude).12i OvoililitOll). ThepkT&te(ltlg,)
xilthti
with W cc
culled
IICI for
wat mirred with

go*

*0 43
.
%
.
a
a
In Her which the pirtic &M we* filterm off. the
l
h
i

:200

fi
.
extd. wit
ltm
Xt.0. and the all. "a. evapd.
I.a Mr" at 30". The rv-JJue was dried at 39' in twoo

coo

after extrt. with licvtral tiortions of ClIC4, was

coo

vacutim-ild"I of 30, to Orld 4 N, arryptive

410
.
in. 143' Orcim nb%. IhOl 1). Treststlent of thir with 261'~

coo

00 1
K'CO. with o"uS gAvc (lie tres base as a yellowish od
'

600
I
(from the CllCh ext.). which
is %W. in CHC1j. difficuddy

if
scil,infito. Trealistent of the
111c1 got with SO, in Watcr

0
.

/\n 1
A

4::

TO
~ I

,hl
SGS

-

wee

Wes
144,1*0 .1v colsw 409
'
-

91111110111 ai I Flaw 4W, ~i i

b U
sr
AV to is T
9 ~18 vt~ a,

I I bd 0 0 a I III IN 9 a 4 It v

00 Os
l

0 00 00 0 0 0 a 00000004

0 0

os 9

00

1. N. `Ilwhukina,

~
go 9
M"

-00
1
ft the c""*"f*d*wI
WIGVOIV

*0 2.1
. of lphel with CC16CHO in the IINSOO.
1
i

"
l
00 Fm the I fA this "W= &"WH is not
0
km tbt mW OW. Obt&10114 10
tbO ChWVA-

.

00 -4 IM at SD*
It Is awd dkWl
tot eftWaistim with'

.
y
PhCI Im tbe preamm of funial at concif. %9%. and the
0
d
ftfl
m
d I
W
d
i
h
O

aw
ea
a
e UNN
u
.
n t
IMMM.
s KV
p
H
h

ost
00

40

Is

A %L4 A"ALLMICAL UftitAlUff tLA09KIVI"
4001
-

310" env Ati
ki
--- T-T 3 it V
q - - - A
u 11 IV 10 M
~

0 0 0

0 0 0 111 0 0 * e. *-* * S 'ft Aa
40 0-0 0

0000
-
1 1, 11 - 0 -

1 1 4 6 1 8
0 10 It 0 11 14 Tki
~LV 11
sit
ml Jan 341S.Mv

.

Ivectsits AND MWINT11 s l&C I

-0

06
016044041114 odd,

lk"

).--On tka 4 a rrvlrw
knows rvwims. the cmpd. obtabied fr%mu N11011 +
040 fortaulattd as 0!N1Is.'WN01I (sulfatuiv-
*0.9 115). the famistiou ptucw4finit flumigh Ifir 9 see
4 OntamWistc 110NIMSI)WIM1. The extretur inhm.
b4ity OF tbe alit (Sormner. Schuls. And Namu,
C.A. 10, 3249) as rwnpAW With the rclailve xtability
of the ", k440 to the CWIU&Iou that the lattff esixts
oil
In the tautaftdc form of t1w type of an Innrf salt or
HO.N111-601 no.11S.N.809.0
or , & 1 ' ; thi% Is see
SCh-Nile OR
luvtw out by t1w fact that Itit 41v%t. 0"M 4tWm4vt4 its are 0
AM
Meof WIMMI rMullou ot beat, Tba %Alt* 11111-t havi
the Open finfrium. N, T1km
. ..... .... ........
%VON, vili~ij'vl- v~tv ~j
%.joba ~jv a.. Olt
--1 - TT
r *A 1 4 w 0 of a 1 19 81 9 A 4
to 010 go 9W it N I't It 4' fir 0; V d"a
0 000010 0 0 0 0 0 0 * 9 0 a 0 0, 41 0 0 0 0 0 0 41 41 a 0 0 0
0 9 0

3MIN, YA. PA 30/49n5
Cbemistry.- Sulfpne,-n-Aminophenyl
Chlomethyl
*ff4ainophenyl-Chlo.-a6tbyliWone',-'~ A. Ya. Berlin,
AII-~Uhlon Chew Me& 'Sol Res Inst Imeni S. Ordzhoni-
kitze, -Moscov, 2 PI)
ftbir Obahch XhImlin Vol Mil, No 9
Desorlbes synthesisof n-acetylaninophanyl-chlor-
uatb~lsulfone:and n-minophonyl-ohlorinetbyloulfone.
Sutwitted 16 may h7.
'30/49m

-3
0
00 13
a
V W

~
-I---
'

i

'
4-4
o
s
0
71117"
H

1 IS W it Q

-A. A-t-_ a ill
W
l 1
PA
l
i
. OFF a a 1
V IS 40 V
I - it Sir
0 a

Q 41 'A Gre

I SO J~~ 111tc M1101

0110:11MI ..a .11101~1` t,

Uctivalivots of lingwrone. L 1. 1'.4- 11.4ili 14114.-1. %1. M,
N~, fig 1.1 , 0"

-

/ v !
,

Ishttlits. ..Ykkf. c*71v4*1 -K-AJW.
rr.-r#W-VbeW.) 12, -mem,-r-y&,Y~ "JAY,
-
(fill it It Mol
'
l
IN
)

.
t
ter
wit, Co
, 4~
",noto
. - I
40
-
i
)
Nl
fl
k
C
i
I

li#
rr
v.. twile pirt
o
e
,
ovy J
), f
j"
M u r", .6,1 give The 3.4-diwj

~

IS 1, 1 PASUP Of V 4 gunicacial A
friati"ll tit -~hrU)l , J1r(jWrtiC* 110 141FAICIUM. (koSet"lly,
130-04. i 1W Yk4i - 1 1 T
'
'
1
I
4
I
i

111111411,

n.1111
1
1.11 I
ho
It Wal
IV luirtl
_
,;
fir 11-Me i. larki,ig ITS (uJ,j umt. tit AL011 in tire vapm
%late .-wr 1 -14
,

1

1191111,
t
'
1101W R.11tivii."I d tire 1,414-41MIt fill Int. lit. RAW it.

~

3k, "'I.
CO in
l
I tile Ii'le 11V a fictrw tot 1,3: ttw,1.4. ahich (;It C,j.
rcclu1jecl 7 b", Stith 'P

94111,
- -Iu,li,ml A SIT,
riv,. ;ire ahiuvl wiihiart IN- huming Iaitr tit I;j0jI
'fiAW) - V KOJI, g.w u
Arrif W S. W,

00
.
1; tile mun. i, :1 4-tru-thylvin,lititty denvs, The by :i,.1 r.
2'.."', \A-Ilg 5 t. :-;4-
ctmdr %IrvI dcriv
i

forlith fit (III, Soft- (Imill
ms -Amu. vlf,,vt ruid Inal. tam
tit P".

MwitiAlcOllomill fill, K
1

Vanillin ~2
.1g.) ill Illil till, kh"Co alid ljt~. with Ali))[ 11111 9 /it
1`t%t1h
'N
it"
N
tSll l
74)
l
l 4
L
i
ld
d

.
.S
et Iaiu
m
t
e
y. v
r
,
_
C. 4.AV- - 11r; K.
-Jdn~,.f 40 till. HUI o%~

He Meow, vu. 129-11' ffnnu dil.
A,,W)henderrfoor, 14 , P-1 - Ill-

MOM: th6 05 A in :40 till.
Water. stirml 14ith I2t) jr. IIATtingwith nd AcOll trave, ITT
9 r

J

1,
. .
'11; Na-11j; n.] the aq. .4n. a6lifiett fly IICI and rild.
lutt): 7W,, Of krordri-1.1 krivMr, J,;. I,

=00

1,, 4-
%rib E1,A). viel.liA 8 g. 1. Ili. 40% 1%. IM)4kl*. 1 (4.7 K.)
al.

in '_15 i;d. 5','. NMIII, 1n-mNf,tvcT 0A fir. tolith 3 tilt.
Nfe,- k,l %, j" V1

A),, gAvr 2.1 g~ A ~Iir 4-Alre1kro, (11IN-11,
juvdiew, 14, g. 2. fig
"ti%'f"1%11'fi
'Wlr

k4*0
*

'
(front FOIP-1-cir. ellief); 1 (9.5 g.), XI F. 11111AISAIIIaltd
,4.h,q,.,,,,.,.*-.,~rtk,,%ApeA,.,~le'iiv- j,,Ii
g,4vr 7.8 K. :- - -

"t o
an4l
zn,
411 in). IICI wvflu%ed 0 furs. at~d stcam-diAd. gave a kr:oxe
tit. 4F,10' 4ioull J-.j.A)-JKtr. 11, .

,
VAVV the
ltw )ield o.f t-,4-hydroirv-3-melkoxyfkajd)but4ae, Ih, tilt,
lAtiLr ith dil. NACIII And
'

=111111 0
J43-6
. 11 i2, jj.~. 7g. 4121AIN21MIt"I Z", Allot W Vd. 1: 1 lit. -it
... it Th,- I.-Mr

IICI frouled 4 ht,. x4vv it I.1W yirld 44
I.(.11.44i'swilkoxv. wj~ I., IF4,1, \,,I)L71 ,.III 4wits tire
Ou-
.

&XV0b,"fatte, It- V-16 it
Ad.lit.z. --3 S. itw-AitsAIv01 ,,,ti .... .. 12 1) P"NO fill
I;f R)II
toll; k0IJ o
in
;P
l
O
i
i
F

n
.
ll
n
til
.
V. vutt
jr,
(
If. tit,) i ....I CIICI, "Mid k. .1M St.,
-

fcolfowrd toy heating 8 ht,. till a mt-3111 IMI)J, resunw-41
tilt llf,gluct w2, I
,, ~,SS g. pipemna) in
i

j

Inted, (A tile M0 ill, dilu., 41n[ V
to) exill-, Livo", 111"'l1 rt- 41) n1. Nfr,CO 14-14 Mille"I "91
1"'- w-11"t %vith stirring,
.

unival ..f tile lvirv.'eted valaillit, willi I(),:
SAIISAh, 4- fullowed toy ITS not. IW ; NAM titenix if lint.;
the

Will '111
Vh mulling t-nule wle. trlutvd with

I
s
Na-lig ill tit,- litt)~Act)ll iloy
"17

~
.
q). yu-I'll'i 13

sII1QIIQ "it 411111 oat

A arth Me Martel. in.
4940' (;. M. KUUAAPUff
-
-

; to
~~
U 9
Ian 2 9 a a 3 or
Mi or
0 it - a a a::*" , I;
0 41111 0 4~ 0 0 0 0000 0
Till,
-
0o000
"a

AWN, iN.
A. U. Berlin., n-Amino-phanyl-chloro-mthyl-mlfons. P. 1,716
n-acet.Tl-amino-.vhenyl-chloro-methyl-mlfone and
n-amino-phonyl-chloro-mthyl-sulfone
were qnthesizede
The Ordzhonikidze A3-1-Union Chemice-Pharmcautical Scientific
Research Institute, Moscov.
May 16, 1947
SOv Jourma of General Chemistry (USSR) 28, (80) No. 9 (1948N

BMLnl, A. IA.
A. Ia. Berlin and In. V. Markova, Patty aroT.,vtic
'r-derivatives of aceto acetic
ester. p. 1791
A series of/O-keto ester deriv&tives of acetoacetic ester were
synthesized
and their properties studied.
The Orzhonikidze, All Union Scientific Research Inst. of
Pharraceutical Chemistry
Moscow, September 29, 1947
SO: Journal of General Chemistry (USSR) g_81 (80) No. 10
(191,8):

MRLIIi iA. YA PA76TII
a
Aeld Vam 2-Pkauyl-.4-'(Car~hotboxymetby1min64~~,
-,PW6141n, V ,I
Aeftylene) -03mzolin-5-on'" K. ya.
:'-MayQind, -All-Unicn Sol ROB Chimmicophar Dast imeni
Ordthmikifts, 3 pp
-. !~k Ak Nauk WS" Vol LI,, 1107
--bescribee and anal too expl Imint ro3 Ing subject-
veactiw. submittod~vmr 1948.

BERLIP.~ A. YA.
2760E
BERLIN, A. YA. I MARKOVA~ YU. V. Proizvodnyy-e Tsingerona.
(Soobsh.) 4. Zhurnal
obshchey Khimii, 1949, Vyp. 8, s. 156?-70.
SO: Letopis' Zhum%llnylr-h Statey-, Vol. 37, 1949

M=X, A. Ya.
A 65A9T22
Oble.Cmdmation of Ao),Itiunl4as Vith Moral.,"
A.~Ta. Berilup It. It Mobukinay Te. D. Baz=o-va.,
,XU-IJii='8ol,Res C~;Icophw lust Imani S. Ord
6 pp
.*A= CYbWwh MiW Vol =p No
StvAy of subject reaotim In the pmasnoo of
.glft establisbad that acateallide =-I phtholan'l
em4r into,the reaOtion-, vhile ouniuaUll, In US
61mr-Ted experimmtS. did not. Gives produoto
O'the reaotion of acetaniliie aal the phthalauil

4w
Du*pg*M d Sk
and T.
rut"., lki. jtfturck 111st.. Mod-ow). J. GrN. Chem.
V.S.S.R. It, UansIslion).- Stv CA.
43. 70DId.

BERLINp A. Ya.
- 1 -1- .~ .1 ~iA 65/49T32

bkRtfg,.i. YA.,
PA 64/49T25

RI=, A. Y1.
St
'I
WmIlint 7, zingerone Aug
synthesis
,"Zingerone Derivatives, IV," A. Ya. Berlin, Yu. V.
Matkova, All-~Dhiou Sci Res Chemirophat Inst imni
~Ordzhonikidze'-Moscow, 31 PP-
Zhur Obshch IhW Vol XIX, No 8
qA
W1
PA 149T38

o,
~S,Uj u," 6. with chlotal. A. V4,.,
g,,V:Vo
1, 1), (All-t*nim -
V,rl,..M*lvb Chnn.-PhArm. tn%t.. h1w.01w), J. Ofs.
h WS-S.R.) 19. tramt, ,
tkml.-4m C.A. 44. ". It 1. t%
M

41-1111dM14-MotbogypIMMies. A. Va.
-i1viiiii. Z4ssp,
ObilichA xK M. (). Ocu. clicill.)
Dry &3tu. of meconk. a6i with Cu filing-6 p%T
We* 2-hydrary-4-hro", in. 116-18* (frog"
F1011).
This (13 X.) in 100 ml. HtjO with Of,%,
Ortnu LN mi.
.%Iv.V(1NO)COjHI) in HtvO 93ve
.1-methoxy,4-pyroxe, in.
Wom Wit. after pptu. fr(lui CIIC4 by
ficruiul~
This (Pg.). boated 2 hrx.cm a steam hath
with -#And.25',
\1140it &PA 76 mi. IlsO still evapd.,pvc,14
a. 4-Wri-xv-
I ikew p Idise, ncedles, in. 174- 641 hyd.).
114 - Mi'
'~ 7h y d,.Wy" MIrOW1110). 'nits (22 X.11
1110) lilt. IijOll
treated rat, ly with 70 C. No. then d1hi.
with III0, uru-
traliftil with HC1. evapd.. exid. with dry
W011. and the
,ext. treated with 10 C. JCOJI in abs.
HtOII, tillertni. and.
distd. pvc 4.90 g.
4-kjWroxy-J-wdkvxypipwpidime. 1k,
110-17 . biv 114-18' 1* 1 0779; unne 7.35 of
the ;~;r=ix pyrOile Z., r, -~Ytred. C.. M. X.

"C" Alor.
1 11 (AsAckI Kkew. 0. tkm
W)iu
Chem) M r ~Iwlt , 1) Attvmlltnl tt4luctint, to(
.j~CijjC,-Aj,N'II by It o,.w RAtwy Ni in tbr lwrwncr
failed elk'"I Of 1111" at lb Mon. 11; 4 11141-17 Of IU41116111
deriv, (twitiftl toca"Itly Ittom U1011-NA wiluctitat. lout the
lot %-" clitmiucly law. Reductive amirmtkx-. tif Ac
lacill In tile pivowncr of NIA, Ow Altatull III tl%kte 01*1
ft
tallk4l' hovmvrt. 31) 9. arrini. K; toil ~ l37coNll40J1,nndAX,'
Roolwy Xi tiliaketo A hn, at Sol lilt* altit Motion. If garrit
,,oliall mill 41,1. tiddi-Alf.l. elst,
thlrOMr.0-Clit, lit. UM-A 7A'. in-I 14 faitly puir
lot. J"ir.. fit.
urated wMi llsel in A- N,.% M
The tit. 104.5 4% ti"on, dil."HION
7.4 1. and 11.2 .
amul Over Ill tilark in Afroll at "lln. pirtswre cove lit 4
hft. T.M g, jA1rC11(C11v011)11X,1. fill 1W, oll" 1,01441'.
OV LOW: $4(rute.yAlowplatet'sn. 193-60 ((tom HIM).
Kowupoff

c 1,ambalitultid mwpWiW, A Vis 11rifin -tiol
l1neva (S. Ortlithmikidsir

I;ca. Clstin.) 20.
OW-WINVOt.-Addit. of 13 a. pratirk-m
utikk In III itil. M011 at 0-5 to RD X. fresibly distd. IS%-

C1100114111 in Ilk) fill FtOll Raw 601,4 1IN(C11,01VIIII),

I.6W.d%l 1.11422, purtiff,

116, dets.1 liltill.c.10. 1110
pfuil"d (14A 11

rwriully &4hinl So 12 tul. mint-d. 11*84%
with mWits.
b4lowed by 8 hm at 170-1W mxl the umul WAmitiml, gave

.-adA.Woosisrishoaltw-11G, whirb with pcwd. KOH. pvt
'

101% /fee Assf. Is. 134 41
. filit 1 449(1 dlt 0 Wt. (Amyt-
7
k
" i
z

k,orm Amp.. n%.
,q) (
i. shlllwly. a
f
l
,
t IA
kf
14011
II
NcIlm
ill
lb
l
t
cil

%lis
&
e
lrar o
e
o
o
*
.
y'

114"

if,, 1,111101; ftleftilf, IM IMA ".0' (4011 400.
'Me Ilmiurt treated ~ilh HA)* A-i
FmArl

-
b. WJ V, W .1-41*1 if"
,
*
~

'
11
1,
,
dirrits.. Ill. 11, Ill iffforr
It. 133 4
. 11V 1. 1517,
'
truw f4cild. X114 ill A$. IMMI in Iliq Amm,
W011)
dom. tit. 1.11.5-2.5
.11"Mil
~
l
R
i
h
.
lin.lat"I VOR-1-1 4 W~kcmclmfoul,,

cmllr~
elsvillft
.drfl
.-Vrjl I. w
t
IT1,11
,01
OM
011) 106-
M
m
Ji

441-11" irl. I
tu
e
lt
r
4
-
,
"
41AY111,111M P%VV 70 :X4WIAVI
1,0120. obk-h sitni-
CUMfOll), b,, 140~ MN? 1.4tft. d.
'
p"sise, Is. VS-9'. xV 1.45:30. dj6 11.9175; pAestAijowrea
Lttly yiekkd Is. 145
. atf
*
m. 106-7' (frorn dil. HIM). The reaction- with
derip.
1.4460A."MIL362; pAwmy&Wmrra divir.,M. 143-7
(ffmn
We` U1011). 13rhysirmi"i by HAS(%
as above
ol JIN-
,
okfin axift" prorred a% well in Alm. A% in st-i%, ak-s,.
i.e.
.
.
(CAINIrClIsOllit auvv 11,1% Is.
qs,:~ MOIL G. M. K~Mtkld
143A', mV 144(k). d" derm.
3,
ith
~;
10
(
M
010
H
NCII
CH
011
W
)

-
St
l
M.
r
C
.
I
S
1
5.
(
(

4 S. o4stilyl-ne axille in abs, RION pw 61% IIN(CIIE4-
d", 1
137'
0118
C11
0M
CH
olf
4651
CU
t
1

.
.
.
h
. mV
.
,
.
)
t
r
which on dehydratim as above cavt 51% 2-AwmOrpliv-

low. Is.
141'. WV 1.449R. d:10.%W; p6piryAkiparm depoisp..
-

M. IAI-Tj , Ifluln 111011). Amiluly
, 11ONCIMICV111011

!Ave list CUM(CM9011) ClIq(VIM Ill, Its
1.34-6'. tit.
I,
111A,
i
l V
t
14011
4
ilb
f

-
l
it'"I pi
ts.
S
rolm, in,
A
t
); p
(Irm 84.041010; delSydratim. as siba". gave 94-d%

-1-h;,tin.
Chew.) 20,
and
b;AKM KAiw- 71.4
I(S.2Ag rhodallific.019, C'
id h
gm;-C tib% i"
3-91-M his (3 5 g 'r.-I -
'od -'o ad. metco ~Colj). T . 1, l3c;ID
ddolisr, M. 197* Omm Wsiewn ballsO.5 bf-
8v Naoll) heated
12 W. 2T
to C"g, Md with dij.11CI g.-,. 35%
and acidifi"j' "id. ji"Cliacthl, ". -.8.b-9.0
-Olcd
ult: The PCMUIct
be SAM m . FcClo
(f"n I too) - (OlOt pvo t ide and blue m1th
from
I cosw with ultroprao
the dismi rd,-' DIRM I-110--d
vsyt-val"Mih ww-
htoll). H-finq jib pbNHNlIs alk ' raww. ns-
. IICI. %.ve the Oh"311kyd
by SCkjj60AtiM With Xl ko"AaPoff
134.5'.

2 - Pbftyl - 4 - MeTCOPUM911tylline -
A Va Balin V. 1. Malmind. and Vu. M. SWArt
(k*1'!Wi t- All-Unim Clirm.-Pharm. Sd. Re-
owch Intl Mate,-%) PokJody Akod, Neuk S.S.S.R
Y:. rn-Wiao. -P&'xmV of 1199 Into 11-phtnyl-l-
0Ik11T"W14Tltnt-At41(l 44obtl-vir (1) In &h,- AWC41 imly
it NO
In. 2W (Gato Me)%). At-
Sir
tempts to rffttt Iftwiloris .4
with II,NCWNII.. thkwrlic
-A (NIWA 4-0 give it* d"Iml 4-a*ro*tJ##4a*ykW ORM)m
Moalied.
42W sind 310D A~ I with a frimitly prcpd. satis. of XW1
in dry &W14. hostorer. readily gave a Ught oral
of the X sob of U. trealnicat with A00a In .. (X0
save the Ag sob, tn. 1000, this with 'Met In 14 Pvt
"I.
141 -, aho obtainable from the above K salt wW Met in x
waW tube at 100'. The product bas ablwirpikim bandl;
at 3W and 2" A. whkh carmpoods to
of the known 3-bensvi deriv. (Cornfittli. IV.=ijtry
of PrxkWis~. 1949. 'Ull. The pratfurt exillts In 3 cryst.
TOMO (Oxwt 10 emstals, long matute virl"til. and light
yttlow nmlltsl wilh ittrul"I tu,r. It K sall with A.
IICI or ArOll In 11.0gavepte 11. ird-orauge, dessaup. 173-
A', Which woo anutephous; litralk" in cold &q., R1011
"quite$ I nuil, alkali, 2 tMA" on heAdve. The WfMAPIOM
OWN * the K 041t wit It fisfille save The ji'JIM0. Win*.
dectillip. 201- 2*; lite Site, ttilin if thl.t.'Kild not
twilevulf-I
an ".m. in CC% or StOll Ot 1,Kt 9 wW (armed the above
sulfide. Fret It ilmnwibiin,isal.LWMMA.aswcilmat
42W atilt 3 111) A~ because L4 Ilencr
a tatell crasatitalm4t hypa"intiftrylICI intoa CL'h "n
a It K &All kad Wilall"I the it as ll-ual; this 16vt A vriv
111, Irtid. with two V till, 144thilis .4 4111
Am the Oil,. ~Idrd lo 10 till. CIM *44"
11.9c%; cy%fitati4m 4 like .411. ol It W:k. 1~%t 14"
icct,"l at 0 N, in the pfr~tlcr .4 411(14%iolef light tnl CI
(79~7- rishoillaij,"I fit N fit, ). file ..fit. it" J.lilml
0410 4,iks a liv, dim Io lmlil ml , "0 oh till, till
119111AU. the AQ. %tAU. MA%C~J With N)"i NA011 Until UAW.
&team-"W. into dil. 110, the di%taxtc c~N. it% dryam
at W-W mm.. The residue treated tvith Ilk) ral. 11.0. M
t. Ph-,;OCl, And 31) in). W W-, NA011, haken .01 min..
(tioleti. aridifiM with conril. 1101, exid. ~ijh Attv M-nd.
P-Pri"l-of M,O. II-q- -.1tv Itude alk, "till ~'*)' ", NAOII.
cxtd. with tit,o. And the *da. dral 'VIf 1,011 Agj
treated with A I.Atd. FtOli sola. of isicric "I. giving
4.4 S. N-methylgmuAtanine ijiLrAte, tn. 2W, wl;
W"tfv IL ILArlont

AntilbiotIcs. Tg m5L
of
'Wthylation Diethylacetal Formy1hyppuric
i.~
Our,- A. Y&-J Berlin, V. I. Maymind., E.
S - G0240-
b0:, fi-U-Uniot~ Sci Res Chemicophar Inst
imeni S-~
"honikidze, Moscow
Obshch I;UW Vol No 1, PP 132-143,
IMmetigation aimed at synthesis of
penicillin-
like substancei; methylated hippuric
eater to
benzoylss;rCosine; methylated
diethylacetal
fqvnalhippvric'~to obtain (dependent on
reaction
v6witions)
ethoxymetbylene-N-methylhippuric
1=5
~r~/Chezistry Synthetic Antibiotics Jan
51
(Coutdy
-A-carbonic.acid ester,
~40ster or 2-p ayloxazol
ethozywtbylenebIppuric eater as
intermedl-l.'
tboxymietbylene groups of both i
prod=t. 3
iji~Xymtbylendbipp~w1c eater and
ethozymetbyi~.;
31- wthlahjjjjjuz~~, eater, are very
resistant to
4010A of ajiCalis, but only former group
can add,
4141ments Of ale.
X=3

A. YA* BMTN
Ulft/Cheadstry PbS21"Ovticals Sep 52
"Wso~-&uthraayl-propioaic Acids," A Ya. Berlin,
All-Union Sci Res Chem-Phar Inst imeni S. Ordzbon-
ikidze
"Z6r Obshc1h Khim" Vol 22, No 9, PP 1656-1659
it was shown that.the condensation of anthracene
with acrolein proceeds according to the dieze
tyTe synthesis and. does not require the presezee
of sulfurous acid as a catalyst.' Beta-(mthranyl-
9)-acrylic acid and beta-(anthranyl-9)-propionic
acid vere prepd and chu-seterized., as we.11 as som
of their derive.
23-2-T30
(C-A 41 no. 11: RII)_ 113)

USSR/Chemistry - Synthetic Drugs Nov 52
Synthesis of Certain Zingiberone Analogues:
Derivatives of Resorcinol," A. Ya. Berlin and
T. F. Sycheva, All-Union Sci-Res Chem-Pharm,
Inst
Imeni S. Ordzhomikidze.
"Zhur Obshch Khimll' Vol 22, No 11, pp
1998-2003
The authors we're faced with the question of
whether
the relative positions of the hydroxyl and
methoxy
groups in the benzene nucleus of c6ipds
similar to
zingibero'ne 15 constituent of oil of
gingertJ7 had
any effect on the physiological action of
those
238T31
compds. To determine this, they synthesized a
series of compds Isimilar to zingibero6e
which were,
derivs of resorcinol and had the hydroxyl and
methoxy gro4s placed in different positions
in,
the nudleus.' It was ascertained that these
sub-
stances had practically no-burning taste.
C. 41 11
'238T31

BEALIN A. 233T32
USSR/C#emistry Synthetic Drugs Nov 52
"Synthesis of 1-Methoxyphenanthridine," A. Ya. B6r-
lin and T. P. Sycheva, All-Union Sei-Res Chem-
Pbarm Inst imeni S. Ordzhonikidze
"Zhur CFbshch.KhIm"' Val 22, No 11, pp P-003-2006
ox~ MA
-AM a w1ioleIseries~6flnew derivs of biphenyl were.
synthesized and described.
238T32

;j. -7-
Chemical Abst.
VOL 48 No. 9
May 10, 1954
Oreanic Chemilitry
'f 86 4
Of reisonjanj
Gen. em
ti;n
4' 7:
0 zingerOU6., Dejivs~
4r in and T

D`~~--,Li , el. Ya.
Chemiml Abst.
Vol. 48 No* 9
Nw. 101 1954
organio 04mUtry
K-4 ~3-,
C-A. 47.

A. Y&.
A. Ya. Berli app USSR,
a vert'Yinto" the Ba
dedv. by I in alkaline COMej-HjO mixture, In
which the produc rema n9 a solution and the formation of a large
quantlidt -.Products, as in the usual Schotten-Bauniann reaction,
a avo W bi 15 converted into the chloride with SOCI,, and thence
to mAyl boitOYIV41101 I sulphids (q, m.p. 79--M*. with, MeSN& 0,,
in -",H,-EtOH. Elimination c ie Bt group from IM b alkaline 0
hktimlysis yields methyl vanillyl sulphide, b. 144-~17-5. I...
PR.
d16 I-IOD3. C. WMAY.

Chemical Abst.
Vol. 48 No.,9 IC ji.
hay 10, 1954 of MothylMalonic ad-d.
-4(1952
S.S.R. 25, o43
Organic Chemistry J. A ~pp
tiop).-Sce C.A. 47, 3241f.

ITIRLIN A. YA.
A.=a, rk-di", J.
COT
s.A.. 43207d,

�L--=-QA~2 M M52= 110
J ~j --------
Mli~VI-11110t6sipt-a- P
fl. z) 1 7 ~' :171Z7T
K~'vi- Akad. tm~iif S.S-5. R. 1,
the prul~Varu'71 wflich. -IZAZ~-d kv e'14-tn"
1>11 193" tr'ati's 0 rl'MS!llTt: ci-tivft- tilt! Chloride to (ipiaric
anb,~17u!i. In. 2,~-0-2' lelf. IIOTrmaim. Bf- 19, 22N1
kxic~b-wa and Sitmityakit), C.A. 3D, =Z11.
Th, It) Iz.) :ts S-M niL C.11. -nit trtt~d ,ith Ll." nO.
MtSN-~ c,.)ti. ciintg. 0.149 g, MeSNa per ml.; 4fter ~4 hrS..
OW T
' nrNt. -,va~hid with 11%0 and the nrg. layrr vielfird
was "tattzelci MOIL aq. MOIL or:EtOll-14cf, , 'nA..q (I
;,, ) ir, 10 til. AcOll war, tre-med vdth 3.3 ml. a7% H.A.
I'male'l to 11(tiling and allovVLA to StiInd ove-rilKht. then di;d.
ti, fl-I -it -ith H.0, yivlcling a ppt
I
cd 0;-S3 K. 1~fe J-1prt.-W, I
In, (hi'm (4 0). rhe t nilore 17111
.14 it (luiv. 4 mcmim i%cm-ifirmed b), itsf.immilm w% trcat-
tnt:nt cf I isith lil(Ii. The Oilphydii forra -if I aurprars to
If, CHU. ultaily sh-mvs it, i,tructurr as flita of a 1~cudocstcr
acid fc]. Kirpal, C.A. 21, 111 MOIL the
-11, -6;kv- -.y -M. vJF.Wm. M.Up U.

*%&mlques of laboratory work In organic cheadetry,g
A.U.Sorlin.
Roviewea by P.T6skresenskil. Mdz.prm. ns.2t127 Nr 054. (MM
7:6)
(Chemistry organic-.-Uboratory mini, Is)

7s' s" =;f,, 1"
-7,7
MMM

!3=7=
1: ~ -.
F'Rim-MR-MMI-M, MEMO 0-1-501"MR-4

A.Ta.; 0010DWYA. L.T.
Irernation of &ftcet*3A9zMWdr*acetq&on*no and
cyclehexylidens-
aestaldebyde from
l,i-pentamtbyleneglycerim-2,3-diacetate. Zhur.
ob.khim.25 no.11:2099-2102 0 055. (XLRA 9:4)
l.Tsesayusmyy nauchno-lealedevatelOokly
khimiko-farmatsevtichaskiy
inxtitut imeni SoOrAshoulkidso.
(Aceteacetates) (Acotophenons)
(cyclobexamoacetaldshyde)

2A

M~ A.YA

mo/o.mm
i peAl" at P&uwim - RKwitmul Tmnpy.
Abs Jaw
: Met Zhw -
KOl', P* 16, IVA, 7097
A~
I Todalstatsym, y.A., Wvibm, X.A.,
MkDdltwkmp,

RRis
I an the i'Watlamoruovic Actlv;v of awe
suvol"lue Der,"-

orig Pkb
No Ut 7&ft
I
Atatrost
s Tuto anA Gattbooplowit -tilm (an foroom of 45 rats)
at 4 Srcoxpiw derivativa Yea stidlall Itwo (1) Old

j**PVT (11)
others of dl-We"Ifto 41-WOMAOMMO'
SLOO IM) mA (IV)- It vas do.
1

0
monstrated that I od II bra very OIWIW to 94mlysibe

Ix %cmdaity
&A gotineopisonic activity. III and IV are

I"* tax" ma %Mir
antlasoplarmAc oatics to voclar.

Is Mae flo obtaft so effect
cloos to that of sarcolptues
out Ip

Is nummeary to tom a 6"m of In 03 time 2raw
"m 04% Of mr"IPIW (it ?ftm PrO&MOS porttal dam%
of WAMMU)s w4 or IT WAY It to a Uiese an 3MOD,
O.T. boove.

,1 79..28-4-47/60
AUTHORS# Berlin, A. Ya_ VasiPyeva, m. K.
TITLEa Synthesis.of the Diethyl.ene-Imide of 4-Methyl Uracil-5-
-Methylene-Pliosphinic. Acid (Sintez dietilenimida 4-metil-
uratsil-5-metilen-toofinovoy kisloty)
PERIODICALa Zhurnal Obshohey Khimii,1958,.Vol.26~Nr 4~
pp.1063-1065 (USSR)
ABSTRACTs Looking for new chemical means against malignant
neoplasms
many scientists observed compounds with alkylating effects
and containing P,P'-dichlorodiethyl-amino and ethylimino
groups. The recently synthesized hydrochloride of P-(A,A,-
-dichlorodiethyl amino).-phenylalanine (earoolysin) (Ref 1)
is one of the most interesting representatives of this
type since its applicatdon in medicine made possible for
the first timp. ePfeative treatment of some kinds of genuine
tumors in man (Ref 2). The molecule of sarcolysin contains
a reactive alIqlating dichlorodiethyl amino group com-
bined with the rest of phenylalanine which plays an im-
portant part in the albumIn metabolism. Looking for com-
pounds of analogous structure and possibly analogous effects
Card 1/4 the auth,~,rs syn~.heoizGd djothylene..:oDide of the
4-methyl

79-28-4-47/60
Synthesis of the Diethylene-Imide of 4-Methyl
Uraci'.-,5-,I.Iethylene-,Phosphinic
Acid
also the hydroql groups of the laotim form of the uracil
ring (Ref 3) may be exchanged with chlorine. It was found
that the reaction between pentoxyl and thionyl chloride is
carried out beat in chloroform in the cold and under the
presence of I mol pyridine. A pyridine exc3as leads to
strong
resinification. According to the reaction by Arbuzov the
diethyl ester of 4.~-methyluraci.l*.--l'-..methylene
phosph'nic acid
(III) was produced by the artion of triethyl phosphite on
compound II. If heaV~n hydrochloric acid this compound
yielded a considerable amount of the corresponding acid
(IV).
The conversion of this phosphinic acid into its diacid
chloride equally made necessary to carry out carefully the
reaction since also in this case the already mentioned
possibility of unwanted exchange of the hydroxyl groups of
the lactim form of the uracil rin.E; with chlorine is eiven.
Even in the case of not rigorous conditions reaction does
not take place claarlys a compound of various materials
forms from which the acid chloridA (IV) could not be se-
parated in its pure form. However its formation in this
reaction is proved -, for in The acIlLon of anhydrous
alcohol
Card 3/4 on the mentioned compound diethyl eoter (III)
forms in a

79,-28--4-47/60
Synthesis GC the Diethylene-Imide of 4-11e~~hyl Uracil-5-
1etiqla.ne-Phosphinic
Acid
yield of 21 1,4'. In analozous way diethylene-imide of the
4--metbyl uracil-5-methylene phosphinic acid (VI) forms a
crystallized compotaid durin,; -I-.-hL- a:~'.ion cl.f
etbyle-naimine
on the reacticn product o-J" 11he phoaphinic, a,:;id (-LAr)
With
thionyl chloride (Ref 6)~ whir-h zhanged when heated in 9.
capillary w3lhout showine. a iertair. melting point. M. I.
Kabachnik and T. Ya. Medved' kl.ndly devoted themeelves to
the described wrrkq,,
The method of 3ynthads is desc~rlbed iii detail in an
experi.-
mental chapter. There are 6 referencGa, 2 of which are
Soviet.
SUBMITTEDa March 27o 1957
Card 4/4

TODOWSKAYA, N49, NOVIWVA, X,-Ae, SHIDODUSKAYA, TO.N., VASINA,
O-S
L.Y.
Auti-tumor effect of certain earcolysin derivatives; dl-P-di-
Nhloroethyl) aminophenyl-lalanine Lwith summary in English)
Diul'skep;biole i med; 44 no'11:76-81 JI-Ag 158 (KXRA 11:11)
eksperimenotalluoy
;s
khimtoterapii (zlave! - chlen-
laboratorit
L
;orreepondent ANN SSSR L*F* Larionov) I laboratorii
kUmichoekogo
sinteza (zavo - prof Aolfa* Berlin) Instituts
eksperimentallnoy
patologii i terapii ;aka. Mr. chlen-korrespondent AMR SSSR
N.H. Blokhin) AW SSBRO Moskva* Predstavlena deystvitellnym
chlenom ANN SSSR V.V. Zakusovyme
(NITROGM MUSTARDS I effect
dl,--p-dI- (Chloroethyl$ aminaphonylalanine,
on expero-spindle' 'cell sarcoma (RU))
(SARCOMA, experimentall
. dl-p-dip- (chloroethyl) aminophenylalanine (Rua))

B3HLIN, Aj va, G-34, Kropotkitakiy per., d.25, kv.29)
&,JAosk
Iftluation of the antitumor activity of chemical
preparations. Vop.
oak. 5 no.9:346-350 159. (MMA 12:12)
1. Institut eksperimentalluoy I klinichaskoy onkologii ARN
SSSR (dir. -
chlen-korrespondent ANN SSSR prof. N.W. Blokhin).
(ANIMPUSTIC AGIMTS ther.)

prof.; IA ZAREV, R.I.
ASTRAKHAN, V.I., doktor med.naak-
"T0DCMOVA,-N.I., kand.med.nauk
kand.biolojichaskikh 6auk; P M
Second Coordinating Conference on Chemotherapy in Cancer. Vest.
ON SSSR 1/+,no.5:77-.82 159. (MIRA 14:5)
'(CANCER-CONGRESSES)

AUTHORS: Makarovat A. N., Berlin, A. Ya. SOV/79-29-2-64/71.
TITLE: Reaction of Ethylene Imino Benzoquinones-1,4 With Amines
(Vzaimodeystviye etileniminobenzokhinonov-1,4 a aminami).
1. Reaction of Ethylene Imino Benzoquinone- 1,4 With Secon-
da:r7 Amines (I. Reaktsiya mezhdu eti1enimiiiobenzokMnonami-1,4
I vtorichnymi aminami)
PERIODICAL: Zhurnal obshchoy khirii, 1959, Vol 29, Nr.2, pp 666-672
(USSR)
ABSTRACT: The task of the work under review was.the reaction of
295-di-
ethylene imino benzoquinone-1,4, as well as of 2,5-dichloro
and 2,5-diethoXY-396-diethylene imino benzoquinone-194 with
secondary amines. The reaction of ethylene imino quinones with
secondary amines may take place in two directions (Scheme).
In most cases it proceeds smoothly and In good yields on
briefly heating the diethylene imino quinones with an excess
of amine in the methanol medium or without solvent. Only in
the reaction of 20-diethylene imino quinone and 20-dichloro-
-3t6-diethylene imino quinone with diethyl amine, ammonium
chloride was used as catalyst. Experimental conditions and
the compounds synthenized in this connection are specified
Card 1/2 in table 1, and their physical properties in table 2.

Reaction of Ethylene Imino Benzoquinones-1,4 With
SOV/79-29-2-64/71
Amines. I. Reaction of Ethylene Imino Benzoquinone
-1,4 With Secondary Amines
6 new compounds were synthesized. It was found that on the
reactiun of ethylene imino quinones with aminest cleavage
products of the ethylene imino cycle of the bis-(alkylamino
ethylamino)-quinone-type are formed and also products of the
substitution of ethylene imino radicals by those taken in the
reaction of secondary amines were found to occur. It was
shown that thei-facility of the cleavage of the ethylene imino
cycle in ethylene imino quinones depends on the character of
the substituents in the quinone nucleus. There are 2 tables
and 20 references, 6 of which are Soviet.
ASSOCIATION: 'Institut eksperimentallnoy patologii i terapii
raka Akademii
moditainakikh nauk (Institute of Experimental Pathology and
Cancer Therapy of'the Academy of Medical Sciences)
SUBMITTED: December 23, 1957
Card 2/2

5 (3)
'AUTHOR: Berlin, A. Ya. SOT/79-29-7-64/63
TITLE: On Some Re=ctio!nso ~,pl-Dioxydiethylamino-n-benzoquinone
(0 nekotorykh reaktlsiyakh P,pl-dioksidietilamino-a-benzo-
khinona)
PERIODICAL- Zhurnal obahchey khimii, 1959, Vol 29, Nr 7, pp 2390 -
2394
(USSR)
ABSTRACT; Condensation 'of r~r-benzoquinons.Xith amines yielded the
corre-
sponding derivative 0f-2 f5-diaminoquinone in nearly all-oases
(Ref 1). However, the authors obtained only P,pt-dioxydiethyl-
amino-n-benzoquinone (I) in 90% yield when they treated n-ben-
zoquinone with diethanolamine in alcohol ether solution. The
second diethanolamino group did not enter the benzoquinons nu-
,~leus. The substance (I) exhibited some special properties:
minerai acids, for instancep changed the color of its solution
to dark purple. Some interesting observations were made on at-
tempting to reduce (I) to (II): treatment of compound (I) with
zinc dust in weak acetic acid yielded a product melting at
io6-iO7 0 and having the empirical formula C H 0 N. Of the
16 13 3
Gard 1/3 three structural formulas possible (III) is the most likely
one.

On Some Reactions of Ppp#-Dioxydiethylamino-n- SOV/79-29-7-64/83
benzoquinone.
By reduction of the above dark purple solution of (I) with 2-3~
hydrochloric acid and zinc dust (or so 2) two bases were obtain-
ed which could be separated in hydrochloric acid (I :I ) &s-to *AAr
different solubility. one of themt with the em irical.fcrmula
C10"10 3NC1 uzidoubtedly had the structure (Vii~ and,was the
product of a cyclization, resulting from the elimination of
water from the monochlorine derivative of the dioxydlethyl-
aminohydroquinone. (VII) was formea by the addition of HC1 to
(I) to close then the morpholine ring (Reaction Scheme 1). Thus,
zinc dust as a reducing agent was cuperfluous, as was proved
by a further experiment using hydrochloric acid alone for the
conversion of (1) to (VII). The second base contained no chlor-
ine and had the empirical formula C 20"2406"2' There are 8 ref-
erenceBt 2 of which are Soviet.
Card 2/3

On.Some Reactione of PJI-Dioxydiethylamino-n- SOV/79-29-7-64/83
benzoquinone
ASSOCILTION: Institut eksperimehtallnoy patologii i terapii Taka
Akademii
meditainskikh nauk SSSRf Moskva (Moscow Institute of Experi-
mental Patholo&7 and Therapy of Cancer of the Academy of
Medical Soiences# USSR)
SUMTTED: May 49 1956,
Card 3/3

50)
SOV/20-126-4-31/62
AUTHORS:
Chernova, N. 0. , Yaguzhinskiy,
L. S. f B~qr1kiR~j:4"_
TITLE:
hloroethyl)-aminopbonyl)-p-alanine
The Synthesis of 0-(p-di
(2-C

'
(Sintez P-(p-di-(2-khlor til)-aminofenil)-p-alanina)
;
PERIODICAL:
Doklady Akademii nauk SSSR, 1959, Vol 126, NT 4,
pp 802-805

(USSR)
ABSTRACT;
As is known, "Sarcolysine"
(P-di-(2-chloroethyl)-amino-p-phenyl-

2-alanine) possesses a
high anti-tumor activity in the experi-

ment as well as in the
clinic (Refs 1, 2). It therefore was

of interest for the
authors to synthesize the chemically

related substance, as
mentioned in the title (I). It is a

derivative of P-amino
acid. P-(p-nitrophenyl)-P-N-acetyl-A-

alanine (II), produced
according to V. M. Rodionov's method,

served as initial
subs'ance. Since the synthesis was diffi-

cult, due to a
proteo;ion of the P-am'-no group by the rest

of acetylp and as
the output was small (15~) a second way

was studied: with a
phthaloyl protection of the.P-wmino group.

It proved
completely satisfactory. The first way is described.

Investigating the second way, P-(p-nitrophenyl)-p-alanine
(VII)

(Rof 3) was used as initial substance. It was esterized
by

means*of an alcoholic HCl solution. A successive treatment

with phthalio acid anhydride and acetic acid anhydride (Ref
5)
Card 1/2
converted the
P-(p-nitrophenyl)43-alanine-ethyleater (VIII)

SOV/20-126-4-31/62
The Synthesis of P-(p-di-(2-Chloroethyl)-aminophenyl)-p-alanine
immediately into ~-(~-nitrophenyl)-p-N-phthaloyl-alanine-
ethylester (IX). IX was synthesized into P-(p-aminophenyl)-
P-N-phthaloyl-p-alanine-ethyleater (X) by means ol hydration
in the presence of skeleton nickel. Analogous to the trans-
forastions of (IV) into (I), several successive syntheses
of a phthaloyl. compound (X) were carried out without iaolat-
ing the intermediate products: P-(p-di-(2-oxyethyl)-aminophenyl)-
N-phthaloyl- alanine-ethyleater (XI) (Ref 6), P-(p-di-
2-chloroethyl~-aminophenyl);P-N-phthaloyl-p-alanine-ethyl-
~
ester (XII)t chlorine hydrat (I) as well as base (I). The
latter was produced with a yield of 48%. There are 6 references,
3 of which are Soviet.
ASSOCTATION:-Institut eksperimentpallnoy patologii i terapii raka
Akademii
medit8inskikh nauk'SSSR (Institute of Experimental Pathology
and Cancer Therapy of the Academy of Medical Sciences, USSR)
PRESENTED: February 7, 1959P IV- M. M. Shemyakin, Academician
SUBMITTED: January 13, 1959
Card 2/2

-5.361o
AUTHORSi
TITLEs
PERIODICAL:
-17-7371
SOV/79-30-1-32/78
Antonov, V. K., Berlin, A. Ya.
Alkaline Saponification of Esters and Nitriles of
Etbyleneiminocarboxylic Acids
Zhurnal obshchey Ichimii, 1960, Vol 30, Nr 1, Pp 151-
153 (USSR)
ABSTRACT: The methyl ester of N-methylethyleneiminocarboxylic
acid (1) was saponified with alcoholic NaOH, and only
one product, the sodium salt of N-methylethyleneimino-
carboxylic acid (II) was isolated, in 25% yield, mp 222-
223"' (dec). The free acid was not obtained by acidify-
ing the above salt, but rather a water soluble poly-
meric product was obtained.
CH2-CII-COOR C11v-C11-CN C[12-cl[-CoNiu~
\N1 \N/ \N1
403 A113 t11113
R-0.110. (11) R - No
Card 1/2

Alkaline Saponification of Esters and 77371
Nitriles of Ethyleneiminocarboxylic SOV/79-30-1-32/78
Acids
The amide of N-methylethyleneiminocarboxylic acid (10
was obtained in 25~ro yield (mp 100-1010) by saponifica".-icn
of the nitrile of N-methylethyleneiminocarboxylic acid
(III) with a ueous-alcoholic alkali. The corresponding
sodium salt Z11) was obtained in 40-45% yield. At the
same tame amide (IV) was obtained, in 27.5% yield (mp
,08-100 ), by saponification of nitrile (III).with a
solution of KOH containing 3% H202. There are 4 refer-
ences, 1 Soviet, 1 German, 2 U.S. The U.S. references
are; M. A. Stolberg, J. O'Neill, T. Wagner-Jauregg, J.
Am. Chem. Soc 75- 5045 (1953); G. Jones, J. Org.
Chem, 9, 125 ~1194fl.
SUBMITTEM December 17, 1958
Card 2/2

5.361o 774oi
SOV/79-30-1 -62/78
AUTHORS: Berlin Antonov, V. K.
TITLE: Some Diethyleneiminotriazine Derivatives of GL-Amino
Acida
PERIODICAL: Zhurnal obshchey khimii, 1960, Vol 30, Nr 1, pp 282-
286 (USSR)
ABSTRACT: Analogs of the toxic carcinostatie drug, triethylene-.
imino-S-triazine TET), diethyleneiminotriazine com-
pounds of type ( I~, (II),and (III), containing radicals
of CL-amii-.io acid, were prepared and tested as drugs.
CUS-CH,
\nl \N/
_N __N
_X_/
-C112-c1jCooC1j3 -C-COOR'
91 fdl~
N \-I> I tn/
MIR M
I N 11.CoC
N N
CHS-Cill
IM X 01 (91) X'_ "M
Card 1/4 OM

cl I 11,M)
)I-N\\_N C.NJCII I
N lJql14CllIC"-COOG"3 *.- p-IJtNCoH4CI12CII-COOCIJ3 . ~
~ \-N/ (Vill) I I
I NIICOC113 (Vill NIJCOCII,
cl
I2(CU,),Nll
(11) (R=cll3co)
C ar d 3/4

Some Diethyleneiminotriazine Derivatives 77401
of CL -Amino Acids SOV/79-30-1-62//78
ASSOCIATION: Insti*tute of Experimen';al Pathology and Therapy of
CancerjAcademy of Medical Sciences USSR (Institut
eksperimentallnoy patalogii i terapli raka Akademii
meditsinskikh nauk SSSR)
SUBMITTEDt December 17, 1958
Card 4/4

5.3900
AUTHORSt
TITLE:-
PERIODICAL:
. .11
77410
SOV/'(9-30-1-71/78
Be 1~~. ~,"vitskaya, V. P.
3si~-
p-Bis-(2-Chloroethyl)-Aminophenylalanine (Sarcolysin)
and Its Derivatives. V. Heterocyclic Amides of
Sarcolysin
Zhurnal obshchey khimii, 1960, Vol 30, Nr 1, pp 324-327
(USSR)~
ABSTRAM, Some of the p-bis-(2-chloroathyl)aminophenylalanylpep-
tides,have, like sarcolysin,,anticancerous properties,
without having its toxicit In view of this, N-ace-
tylsarcolysin (thiazolyl-2~1
amide (I), N-acetylsarcoly-
sih.(4-methylthiazolyl-2)amide (II), N-acetyluarcolysin
(~iperidyl)amide (III), N-acetylsarcolysin (mor holyl)
amide (IV), and N-formylsarcolysin (thiazolyl-2~amide
(V)_ were synthesized by successive addition of equi-
molar quantities of 1,3-dicyclohexylearbodiimide and
corresponding heterocyclic amine in chloroform to a
Card 1/6 chloroform suspension of 0 1.01 mole of N-acylsarcolysine

p-Bis-(2-Chloroethyl)-Aminophenylaline 77410
(Sarcolysin) and Its Derivati'ves. V. SOV/79-30-1-71/78
Heterocyclic Amides of Sarcolj4lln
(method of Meehan (Sheehan i ' C., Hess, G., J. Am.
Chem. Soc., 77, 1067 (1955) .- The reaction mixture was
left at room temperature for 5 hr (except in prepara-
tion of compound V, when only 30 min was necessary)
and filtered to separate the amide solution from the
1,3-dicyclohexylurea. The amide separated on the second
day from the filtrate (or crystallized out after dis-
tilling the-chloroform and adding absolute alcohol
with subsequent cooling) and was recrystallized from
absolute alcohol. Table A gives the yields and melt-
ing points of the compounds along with the preparation
scheme for the first four. Since, according to F.
Bergel and J. A. Stock (J. Chem. Soc., 1957, 4563;
Proc. Roy. 30c., 1957,'60), a free amino-group in the
sarcolysin compound is essential for anticancerous
prODerties, the authors synthesized sarcolysin (thiazoly
2)amide (VI) (by hydrolysis of N-formylsarcolysin
(thiasolyl-2)amide (V)).
Card-2/6

P-Bis-f2-Chlorciethyl)-Aminophenylaline
'

774lo

(sarcol
ysin) and Its De

rivatives. V.

SOV/79-30-1-71/~8

Heterocyclic Amides of

Sarcolysin

Table A.
Heterocyclic amides of sarcolysin.

COMPOUND
EMPIRICAL
YIELD
MELTING

rOUND

CALCvL.ATED (04)

FORMVLA
(0/0)
POINT

if
N
C1
C
H

10tyl-
q,H,,O,NCJS
52.2 165.5-166.50 50.35

5.04
M62 16.53 5035 5A3 13.05
1"5

ry
cisfift(hNXIss
8u 183-184 51.42

5.52
12.29 0.04 51AO SAJ. t2AO
16.U0

(d
Cj6Hg80jN0S
57.4 HS-149 57.95

7.03
10.45 16.89 57.97 7
OD IOA4 17
15

Amar

.
.

(
aT),V-,W714.Vr-aA1V 0~
m'0,N3CI,
C'*H
65.2 I&r)--t56 MA

6.66
10.17 17.11 54.80 6.49 ion 17AM

J
(pi,-,wY4)AowPz' (:F,
Cj7H%01N4CItS
M5 M-17t 49A5

Cot
12M tom 49A5 4M
13.49 17.10

(2) N-

(APROO-O-) MW

Lo N- F0wyQm1VV

(-'4)

(04 29 2),ftff

Card
3/6

77410, SOV/79-30-1-71/78
co
CICHoCHM >N-< ->-CHCHCOOII
CICH,ICH, AHCOCHM
-N
N
CICHSCHS CICHICHS
'~W- N-N--~,//-\\-CH,CHCOHN-1
CICHOlt I \S
N112
(VI)
.-Card 5/6,

p-B'is-(2-Chloroethyl)'-Aminophenylaline (741o
(Sarcolysin) and Its Derivatives. V. SOV/~9-30-1-71/78
Heterocyclic Amides of Sarcolysin
Compound VI was prepared by dissolving 2.2 g Qf V in
300 ml of an alcoholic solution of IN HC1 and, after
letting the solution stand at room temperature for 1
hr, concentrating it under vacuum to a small volume.
The precipitate was filtered off and recr-yst8llized
from absolute alcohol (Yield 68%; mp 226-227 ). The
results of biological study of the synthesized pre-
parates will be published elsewhere. There are I
tablej 4nd 6 references, 3 Soviet, 2 U.K., 1 U.S. TheILS.
and U.K. references are; J. C. Sheehan, G. Hess, J.
Am. Chem. Soc., 77, 106,7 (19551) F. Bergel, J. A.
Stock, J. Chem. Soc., 1957, 45b3; Pr. Roy. Soc., 1957,
60; S. Waley, Chem. and Ind., 1953, 107.
SUIBMITTEM November 3,1958
Card'~6/6

PERIODICAL~ Zhurnal obahchey khimii, 1960, Vol. 30, No- 4P PP-
1380-1385
TEXTs In continuation of Refs. 6-8 regarding the formation of the
derivatives of 2v5-diamino-3,6-dichlorobenzoquinon6 in the article
under
review certain interesting facts were discovered in the investigation
of
the reaction of 295-diethoxy-396-dichloro-benzoquinone and 2.6-di-
ethoxy-395-dichlorobenzoquinone with amines. Until now9 no derivatives
of the 2~,6-diaminobenzoquinone or
296-diamino-395-diahlorobenzoquinone
were obtained (Refs. 9-11)..The
2,5-diethoxy-3v6-dichlorobenzoquinone-l~4
and 2,6-diethoxY-3p5-dichlorobenzoquiuone-1,4 compotomdo required for
the
investigation were obtained by heating an alcoholic suspension of
chlor-
anil in the presence of triethylamine in a molar ratio of 1%2 between
chloranil and triethylamine in a ratio of 10 a mixture of all three
ethoxychlorobenzoqainones results. Quinone (IV) was obtained by the
re-
Card 1/2

Reaction of Ethoxychloroquinone With Amines, 5/07 60/030/04/76/080
I.Reactions of Dietho.xydichlorobenzoquinone-lp4BOOlYBOO3
action of 295 diohloro-396-diohloroquinone with athyleno imine
which also
results from chloranil and ethylene imine (Ref. 3). Quinone (V)
(Scheme)
also results from 2,6-diethoxy-3~5-dichloroquinone. On the strength
of
previous experience (Refs. 12,13 the authors utilized the reaction
of
2,5-diethylene iminobenzoquinone with various amines in order to
obtain
the derivatives of the 296-diamino-3p5-dichloroquinone. When
compound (V)
is reacted with benzylamine, oyolohexylamine and morpholine a new
inter-,
esting kind of regrouping is additionally determined. Instead of the
derivatives of 2,6-diamino-395-dichlorobanzoquinone derivatives of
2~5-di-
amino-396-dichlorobenzoquinone (VI, VII and VIII) formed, i.e., the
same
compounds which were obtained from compound (IV) or from (I) and the
amines indicated. Thus,
2,5-diethyleneimino-3,6-dichlor6benzoquinone-1;4
and 296-diethyleneimino-3,5-dichlorobenzoquinone-1,4 were
synthesized in
the reaction of 295-diethoXY-3,6-diahlorebenzoquinone and of the
2,6-di-
ethoxy-325-dichlorobenzoquinone with ethyleneimine~. There are 1
table and
15 referencesq 3 of which are Soviet.
SUBMITTED; March 20, 1959
Card 2/2

MAKLRDVA, A,N.; GRIBUDYA, MP,.;_,B]IRLIN, A.Ta.
Interaction between acylozydichloro-p-~b6nzoquinones and
amineso
ZhurobAbla. 30 po,3:1577-3,581,,~JW (MIRA 1315)
1. Inatitut eksperipentalluoy i klinichaskoy onkologii
Almdemii
maditsinakikh nauk SSSR.
(Bensoquinoup) (Anines)

BIRLIN. A.TA.: MUMVA. A.N.
Interaction between ethoxychloroutuinones &n& amines. Part 2%
Reactions of monoethmWtrIchloro-r -bensoquinone. Zhur.ob.
Woe 1.0 noo5:1582-1585 '60* (HIU 13:5)
1. InStItut dcs*wju=%od'nqy I kllnlcbe9ko7 onkologil Akadeall
melitsinskM nauk,SSSR.
(Densoquinone) (Aulues)

DMIll, A.Ya.; ZATTSWA, V.I.
Cyclization of substituted phazWl tVdraxonss of
etbVlO(-ksto-
ILdiethylaminDbutyrate by means of. MuroobAhim, 30
n0-7:
vj2368-2-371 JI 160. - (KM 13:7)
1. Institut sksperluentallnoy i klinicheekoy
onkologii Akademii
mditsinskikh nank SM,
(Frdrasonsi) (Butyric Raid) (Indole)

I~ML~i U13TSIATA, G-,Ya4 ys*l-
Bev type of disproportiomtioria. Zhur. ob. khIm. 3o no.12:4109-4no
D '6o. (KIRA 33:12)
1. lastitut eke I soy Iklinichookoy-orkologit Akadenii
porliestol
meditainakikh amuk SSSR*6
(Disproportionation)

VASILIYEVA, M.M.; SHKODINSUYA., Y*,N-.;_- A. Ia.
Sarcolysine isomers and their derivatives. Part 2:
Synthesis of
o-bio (2-cbloroethVl)gmino-.TL -phenylalanine, Zhur. ob.
khim. 31
no.3:3M?-1033,14r 161. . (MM 34:3)
1. Institut, eksperimeptallnoy klinicheskoy onkologii.AM
SSSR.
(Alanine)
0

BERLIN, A. Ya.; BRONOVITSKAYAJ, V.F,
-Di(2-chloroethyl)-aminiphanyWanine-(Ioarcolyoin")
and its
derivatives. Part 61 W, des from N-acetylsarcolysine
and some
amines of the thiazole series. Zhur. eb. khlm. 31
no.4:1356-
3,361 Ap 161. (MIM 34: 4)
1, Institut okoperimentallnoy i klinicheakoy
onkologii Akadenii
meditsinBkikb nauk SSSR.
(Amines)
(Sarcolysin)

MAKAROVA, A.N.; BEUIN, A.ta.
Interaction of
othyleneim;Lnoobloro-1#4-banzoqu2mones with
o(-almnl ethers. Zhurobakhim. 31 no.7:2353-2358
Jl 161.
(MIRA 14:7)
1. Institut eksperimeutallnoy i klinicheakoy
qnkologii.
Akademli meditsinskikb nauk SSSR.
(Bewoquinone) (gn")

SHKODIBSKAW-p Ye.N.j KURDYUKOVA, Ye.M,l BERLIN A.Ya
p-Di-(2-chloroothyl)-amino-dl-phenylalanine
(sarcolyoine) and
its derivatives, Part 7t Halogen-substituted in the
ring
sarcolysine derivatives, Zhur. ob. khim. 31 no.
11:3788-3793
N 161. (MIRA 14:11)
1e Institut ekoperimentalinoy i klinicheakoy
orikologii Akadmii
moditainakikh naLuk- SSSR*
(Saroolysins)

MILO, A*Ya*j red.; KUZIMINA, N.S.p tekbn. red.
-IWqs for synthesizing and testing antineoplastic
preparations;,
transactions] Puti sintem i izyskaniia protivoopukholevykh
pre-
paratov; trudy. Pod red. A.IA.Berlina. Moskva., Medgiz.,
1962.
211 p. (MIRA 15: 6)
I* Simpozium po khimii protivoopukbolevykb vesbohostv,
Moskva,
1960.
(Cf.vTOTOXIC DRUGS)

L 12341-63 IEWT (n. /BDS FLM
s/cz1/63/CO3/005/O33/Cr75
ALTMCR., '&IC2.17ova, A. Me,, Gribkoval If. F. Mar oy, So and Perlin
A. Ya.
TITLE: Substitution reactions in a series of derivatives of
benmoquinoner-1,4
PMRIODICAM Referativnyy zhurnal,, Xhimiya~ no* 5., 19633 203-204.,
abstract -5-ZU31
(Puti sirteza i izyskaniya protivoopulffiolevy1ch preparatov, M,
Med-giz,
1962, 16-174)
T_;:"M Substi`oation reactions were investigated of functional
groirps by the
amino-groups -in 2,5-diethylenimino-3-R-6-:11- ben--oquinones-1,4
(I), 2,6-~iethyleni-
m~-no-3,5-dichlorbt-r~zoquinore-1,4 (M.) anci
6-monoethyleninino-2.3,5-tri-chloroenzoq-ai-
none-1,4 (M). in almost all cases anomalous trends were discovered
in -the reac-
Th in treating I with D ' . s R"Ln!2 a substitution of ethyleni
tions. us, rimm7 an-1 ne
=Lro groups b-,r amd-no groups occurs -i5-ith form-ition of
corresponair_,~:- 2,
-1 ;2
R-6-RI-Obenzoquincries-1,4 ~!V). '-The speed of reaction depends, To
a signific~urlt de-
gree, on the nature of the replacements and on the basic
characterist~_cs of the
amineso The foilcr.Ang IV were obtained (below are given R, R', R'
1, time of reac-
tion in min, yield of IV in % and m.'D. in OC).- H, H, iso-C3H7, 40,
90, 240 - 241;
H., H! Coll, 18, 194j. 239 - 2-40; H, H., C6CH2., 10s 80$ 250 - 251;
Hs Cl isO-03H73
Card 1/4

L 12341-63 S/081/63/0n,0/005/033/075
Substitution reactions in ....
2o, 63, 157 - 158; H, C" C6~5CHV 3, 80, 2T - 208; H, 002HP C6H5CR21 4'/0'
34-.1
2
/ - 205; C13 Cl, isz-CfL?, 30, 95., 200 - 223; Cl, Cl, C6Hjl (lVa), 13, 93.,
233
04
234;-r 120, 55, 2-8c 2,86,
IT reacted'in the -,,,ame manner but tl
sig ican y slower. Concurrently~ the ex-
change of the atom-, of chlorine vith amine a to lVa., b with
groups occurred, leading
__50 -ti~sp~66ti*taY,~---Tti6~regroUpitg machanism-wasnot stadied---Only
Yields of ind 30%
in the case of III initially or concurrently with the replacement of the
eth;len-
imino group the replacement of the 01--atom-by amine groups occurred vrith
formation
of 2-athylenimino-,5-11%1-morpl,,olinyl)- or 2
e'-,hylenimino-c-ey,-.Iohexylamiro-.~;3.6-dichlor-r
__ o re-
'___~_~_,quinone. Already- ELt 2U~G_At_appeared -possible -.-to - obt
satisfactory.yiallds
action products. The same behOLvior was confirmed- on the -example of -
reactions of I -
III TrIth-methyl or ethyl ester of cC:-analine (V). However, fluoranalogs-of
I - I
IIT under th-e sn-me conditions disclojed consciderable mobIlity of the F
atom., sulffIL-
cient., for preparative purposes* In the treatment of aniline fluoride with 4.
moles of ethylenimine (VI), V or ethyl ester of d~ -phenyl- P -aniline were
obtain-
ed (here and henceforth are shown the substance, the yield in %, and m.p. in
OC):
2.,5-die4',hylenim-.llno-3,,6-di-,~luorquinone (VII), 72., 211 - 213; diethyl
ester of 2.,5-
Card 2A

L 123hi-63 S/081/63/0-00/00-5/033/D7 5
'Seistitution reactions-in,99ve
-j-
-33
i N~-a - ind --- 179- a---179 (dimorphism)
-Si-f luorq, no'ne
7 i32
diethyl ester of 2,,5-E-(.*-Phenylaiani~o)-3,-6-diflu6rquinone, 76.,_
123 - 124 and
179 - 180. In reaction of VII v~lth L--Lres and esters of amino acids
a total sub-
s titution of F atom occurs vrith fomation of corresponding (swame
data are pMsented'-
2,5 diet hyl-eni Mrc-.3, 6-dipiperidinoquinone, 84, 175 - 176;
diethyl ester of 2,~-
CO. 11 1 _, EK, 1?5 - 176: diethyl es-rer of 2,5-
diethyl,inimino-3,6,di-Dir)eridinoqu:Lnone
dieVfrylenirLino-3,6--di-(D;-alarL,no)--qui.none, 25 - 30, 147.5 -
148; ddethyl ester of
2, 20, 172 - 179. A synthesis
of diethyleniminoqrdnones wilth amid groups was accomplished. For
this by heating
2,5-Ctichl-oracetamir.o-3.,6-dichlo--quinone (VIIII) -with M in
dioxane there mras obtain-
-3,6-dichlorquinone (TX),, wi 'Ild of 85/.,
ed 2,5--diglycylamiro th yie -, decomposition
':~-3600 0. The heating of a in modiw-. VI led t~o 2,5-digl-yrcy
temperature laraino
3,6-diet.hylenimino-quinone (X),, yield 6A tempo variable > 3U"_IOOG-
In the a~,-
tions on X HU (ooncentrate) there occurs a fractionizing of
heterocycles with for-
mF,ion of chlorhydrates of 2.5-diglycylamino-3-6& (,6
-chlorethylamino)-quirione,
Yield 65.11, decomposition temperature :~--3600C. In the action of VI
on solutio.'Is
VITII in dioxane was ob'Uained
2.5-di-(ethyleniminoacetamino)-3o6-dic4'Llorquinone (AXT),
yield 75dc, mtpa 1973C (decomp.)e The treatzent of VII or XI with
excess VI led to
Card 3/4

L
L 123"3 S/W_L/63100 0/00 5/03 3/07.9
Substitution reactions in
a complete replacement of the -C1 atoms -with formation o'L' 2* 5-di-
(ethy1cnir_Lnoac eta-
mino)-3,6-diet'.~yleniminoquinone (XII),, yield 80% m.p. 2170C (decomp.).
Under the
a Of 4~~P"q7gp n- All res -WeTw-
of benzoquinone were . established in order --of. case wheei treated m-ith
amines or esters
of amino aci&-. A sexies of synthesized substances were formarded for
oncological
testing. S. Suminov,
fAbattaetorls note: Complete translatio2n
Card 4/4