SCIENTIFIC ABSTRACT KIPRIANOV, A.I. - KIPRIANOV, A.I.

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• Collection: Scientific Abstracts
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• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

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KIPRIAM)V, L.I.
Gbomical Abst-
Vol. 48 No. 5
Mar. 10, 1954
Organic Chemi6trY
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XIMANOV, A.I.; BLBICHIIV, F.S.; HUSHKALO. L.K.; POCHINOX. V.Ta.; PUIKIS.P.S.
(Outline history of organic chemistry at Kiev University) Ocharki po
istoril organichaskoi khimil v Kievskom uniTersitets. Pod red. A.1.
Kiprianova. [Kievj Isd-vo Kievskogo gos. univ. im. T.G.Shoychanko,
1954. 130 P- (NLRA 9:8)
(Chemistry, Organic) (IlevVolversity)

KIPRIANOV. A.I.
~ ~ , , ~
Third Ukrainian Stata Conference on Organic Chamistry. Ukr.khis.
shur. 20 no.11107-109 154. (HLRA 7:3)
(Ukraine--Chemistry. Organic) (Chemistry. Organic--Ukraine)

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KIPRIANOV. A. 1.
'-.- - " - - w Ix . '' - j , , . , ,
Contributions of the Institute of Organic Chemistry of the
Academy of Sciences of the Ukrainian S.S.R. to the synthesis of
optical sensitizers, Usponauch.fot. 3:141-151 '55. (KM 9:1)
(Photographic emulsions)

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- KIPRIANDY, A.I. - u
Yourth Ukrainian National Coaference on Organic Chomistry. Ukr.khim.
shur. 22 zo.1:129-132 156. (MIRA 9:6)
(Ukraine--Chemistry. Organic)

KIPRIAROV, A&I.; KROSHCHEUKO, M.N.
I
TV-allgrlphonazlnones. Part 2. Ukr.khlm.zhur.22 no.3:351-354 136.
(KI" gig)
1.1notitut organichaskoy khimii AN USSR.
(pyocranine)

KIPRIANOT, A.I.; KROSHCHIM, M,M*
T( -alkylphonazinones. Part 3. Ukr.khim.zhur.22 no*3:355-358 156.
(MIRA 9:9)
l.Inatitut organichaskoy khinii AN USSR.
(Pyocy=lna)

c
USSE/Organic Chemintry. Withatic Organic Chomistry. E-2
Abe Jour: Hof Zhur-Khildiya, i1o 6, 1957, 19223
Author : Mpriwiov A. I., Prilutzkiy G. 14.
Inst :
Title : N-alkylphenazinonee. IV.
Orig Pub: Ukr. hbim. zh. 1956, 22, No 3, 359-362.
Abstract: It is shown, that at the alkylation of 10-ethylphenaz-
inone-1 M and O-etbylphenazinone-2 (II) quarternary
Bolts (qs) of alcozyphenazines are formed. From the
latter by oxidation in an alkaline solution are obtained
9-ethylalcoxyphonatinones-1 5-36 a. ii am 6 cc (C
S04 in 40 cc C6H6 are boiled 15. min.; on cooling a~r).%-
tained methyl sulfate of 2-methoxy -9-ethylphenazitie (III),
yield 94~, m.p. 185-1860; iodide, m.p. 18io (from 50~
ale.). From II and CH3, (tube 900, 30 min.) the yield of
iodide is Z- From 2.24 g. 11, 5 cc (C2H5)2804 in 30
Card 1/4

USSR/OrGanic Chemistry. Synthetic Organ.1c Chemistry. E-2
Abs Jour: Ref Mur-YUrdyal no 6, 1957.* 19223
cc toluene (boiling 25 min.) is obtained ethyls%Ll.fate of
2-a'dho.xy-q-ethyIphenAzine (rV)$ yield Wp; iodicto., ma
0
2o4 - 50 (from water) From II and 051 (100 s 30 min
yield oi iodide in 37.4o. 2.24 g. ICand 1-79- (CH )28N are
heated I min. at 1050 wA washed with etherj yiUd Of
methylaulfate of I-methoxy-10-ethylpbonazlne JV) is 55ep;
WeAde, m.p. 189' (from 50% ala.). To a solution of 1.5
g. ra in 50 cc vater is added 1 S. IJa2CO3 and Is left
standing in an open dish in direct sunlight for 8 hours,
it is sliahtly Alked-itedo the products are extracted with
CHM and chrowatographed on A12031 II (crimson zone), m.
P- tl4o, WA 3-MethOXY-I (blue violet zone), yield 370j.
m.p. 145-146o (from water) are isolated, From IV is ob-
tained in an analogical WY 3-ethw-1, yield 270,, m.p.
124-1250 (from water). To a solution of 3,59 . ixr in 140
Card 2/4
Curd 3/4
Card 4/4

IL

KIPRIANOT, A.I.; ISHCHINXG, A.M.
~'
Chemical and geological Institute# of the Ukrainian Acadomy
of Sciences during the last 3 years. Visnyk AN UM 27 n0-2:
44-52 P 156. Omn 9:6)
(Ukraine-Chemistry-Study and ta&chivg)(Ukr&Iae--O*o1ogy--
Study and teaching)

Paris, 11-24 July 1957.

AUTHOR: Kiprianov, A. I. and Fedorova, 1. P. 73-1-9/26
TITLE: Hitroderivative's of Benzthiazole. II. (Azoproizvodnyye
Benztiazola. II-)
PERIODICAL: Ukrainskiy Khimicheskiy Zhurnal, 1957, Vol.23, No.1
pp. 59 - 63 (USSR).
kBSTR&CT: Azoderivatives of benzthiazole previously quoted in
literature are listed. (Refs. I - 5). The authors'
attention was attracted mainly by arylazobenzthiazoles
which have an active metbyl Foup in the second position
capable 4 entering into condensation reactions under
formation'7cyano-dyes. A number of such azoderivatives
of benzthiazole, obtained from 2-methyl-6- aminobeazthia-
zole or from 2-methyl-6-nitrosoboazthiazole were described
in a previous article by the authors. They now give data
on the synthesis and absorption curves of analogous
arylazo-derivatives produced from 2-methyl-5-amino or
2-mthyl-5-nitrosobenztliiazoles. 'The process was carried
out by treating the compound with plienol, 0-naphthol and
dimethylaniline-3 azo-dyes were obtained. On comparing
their absorption spectra in alcoholic solution with the
absorption spectra of iaomeric dyes (synthesised from
Card 1/3 2-methyl-6-aminobenzthiazole) it was found that the

11itroderivatives of 13enzthiazole. 11. 73-1-9/26
transition of 2-meth,71-6-arylazo- to 2-methyl-5-arylazo-
derivatives is connected with a small displacement of the
absorption lines in the short-wave part of the spectrum.
Figure 1 gives the absorption curves of the 2 above named
compounds in alcohol (curves 1 and 2) and also in alcohol
to which sulphuric acid was added (curves 11 and 21).
Figure 2 gives the absorption curves of 2-methyl-5-
plien,yl-azobenztbiazole (curvel) and 2-methyl-5-nitroso-
benzthiazole (curve 2) in an alcoholic solution. Figure 3
depicts the absorption curves of 2,21-dimethyl-5,51-
azobenzthiazole (1) and of 2p2l-dimethyl-6,61 azobenz-
thiazole (2), the latter having been described in a previ-
ous comminication. A comparison shows thaz the transition
of 5,51azo-derivatives to 616'azo-derivatives is coupled
with a displacement of the maximum of the absorption (K)
in the long wave part of the spectrum and with an appreci-
able increase in the intensity. There are 3 figures and
9 references, 3 of which are Slavic.
SUBMITTED: October, 12, 1956.
ASSOCIATION; KiyavState University, Chair of Organic Chemistry.
(Kiyevskiy Gosudarstvennyy UniversitetKafedra
CBrd 2/3 Organichaskoy KhitA.)

Ifitroderir,itives of Benzthiazole. II. 73-1-9/26
AVAILABIL, : IAbrary of Congress
Card 3/3

~ - -/ ~', i.' / / ~ /; 0 ~, /--)
KIPRIANOV, A.I. ,
_j-
,
Achievements in the field of organic chemistry in the Ukraine
during the forty years of Soviet regime. Ukr.khim.zhur. 23
no.4060-473 157. (MIRA 10:10)
(Ukrains-Chemistry, Organic)

466
AftORS.- Kiprianov, A. I., and Tolmachev, A. 1.
Tl~'LE: Derivation of Quaternary Salts of Weak Organic Bases (Polucheniye
chetvertichnykh soley slabykh organicheskikh osnovaniy)
PERIODICAL: Zhurnal Obshchey Khimii, 1957, Vol. 27, No. 1, pp. 142-150 (U.S.S.R.)
ABSTRACT: Kinetic investigation was conducted with 2-methylbenzthiazole as a
base to compare the rates of formation of quaternary salts of one
and the same base with the application of well-known alkylating
agents as well as esters of various nitrobanzosulfonic acids. 0The
reaction was carried out at temperatures of 70, 80, 90 and 100 and
the rate of reaction was determined by the weight or the quaternary
salt separated from the solution. The rate constants calculated
in accordance with the bimolecular reaction equation have shown
perfect agreement. Results given in Table 1 show that methyl ether
of m-nitrobenzeneBulfonic acid by its methylating potential at 800
itf equal to dimethylaulfate and its 70 times more active than
methyl iodide. Methyl ether of o-nitrobenzenesulfonic aciJ was
found to be approximately 6 times and methyl ethers of 2, 3- and
2,4-dinitrobenzeneBulfonic acids 60 times more active than dimethyl
Card 1/2 sulfate which is considered the most potent of the alkylating

Derivation of Quaternary Salts of Weak Organic Bases V)6
agents used. The increase in the rate of formation of quaternary
salts in the case of nitro-derivatives of benzene sulfo-acids is
explained by the reduction in activation energy and sonetimes also
by the increase in the pre-exponential factor. It is evident
therefrom that the nitro-group in ortho-position does mt produce
any steric hindrance in the methylation reaction. According to
N. A. Menshutkin (6) the rate of formation of quaternary salts
during the reaction of tertiary amines with methyl iodide increases
very sharply during the conversion from less polar to more polar
solvents. It appears however that the polarity of the solvent in
the case of eaters of benzenesulfonic acids has a comparatively
slight effect on the rate of reaction.
Six tables and 3 graphs. There are 15 references, of which 5 are
Slavic.
ASSOCIATION: Academy of Sciences Ukrainian SSR, Institute of Organic Chemistry
(Institut Organicheskoy Khimii, Akadenii Nauk Ukrainskoy SSR)
PTWENTED BY:
SUBMITTED: January 18, 1956
AVAIIABLE:

AUTHORS: Kirrinnov, A. 1. and Tolmachev, A. 1. 79-2-46/58
TITLEt Dinitrobenzeneslilfonic Acids and Their Eaters (Dinitrobenzolsullfokisloty
I Ikh Efiry)
PERIODICALi Zhurnal Obshchey Dimili, 1957, vol 27, No 2, pp. 486-491 (U.S.S.R.)
ABSTRAM This article describes the synthesis of 2,?,, 2,5- And 3,4-dinitroben-
zenesulfonic acids, their eaters and other derivetives as well as several
new eaters of already known nitro- And dinitrobfnzenesulronic acids. Table
1 lists a number of derivrtives of three new dinitrobenzenesulfonic acids
obtained for the purpose of Identification, with their melting, pc~ints and
analyses. The authors, together with L. M. Yagupol'skiy (9). also ob-
tained a hit),erto unknown 2-nitro-4-trif'luormethylbenzenesulfonic acid.
Under the effect of alkaline agents, the dinitrobenzenesulfonic acids may
sernrate the sulfo-group (2,4-dinitrobenzenesulfoniC Acid) or the nitro
group (2,3-, 2,5- and 3,4-dinitrobenzc-nesulfonic acid). It is recommended
that the reaction with dinitrobenzenesulfochlorides be carried out at a
temperature of about 51 and the amount of alcoholate added to the aci*d
Card 1/2 chloride solution must be exactly equivalent to the sulfochloride. It was

Dinitrobenzeneaulfon1c Acids and Their Enters 79-2-46/58
determined that the most reliable method for the derivntJon of esters
of dinitrobenzeneaulfonic acida is the reaction of their silver salts with
alkly Iodide. The hitbarto unVnown esters of nitro- and dinitrobenzone-
wilfonic acids, their melting points and chemicAl AnAlyses are listed In
table 2. The o-nitrobenzonesiilfonic acid esters obtained during the
reaction of o-nitrobonzonesulfochlorides with n-propyl or n-octyl alcohol-
Rtes in dry ether are described as oils which do not submit to crystal-
lization or distil3ation without decomposition.
2 tables. There are 15 references, of wl4ch 2 are Slavic
ASSOCIATION: Academy of Sciences Ukr-SSR, Institute of Orgnnic Chimistry
PRESFNTED BY-
SUBMITTEM Januar7 18, 1956
AVATLABLEt Library of CongreSs
Card 2/2

11PRIANOV, A.I.
ww,-,1wA-VMw ! v4#,wvA-4Aw. "
Decision of the gajr plenum of the Centrhl Committee of the CM
and the tasks for chemists in the Ukraine. Ukr. khim. zhur. 24
no.3:287-291 158. (MIRA 11:9)
(Ukraine-Chomistr7)

C, V
7C- 1-44/63
AUTHORS: Babichev, F. S. Kiprianov, A. 1.
TITLE: On the Reaction Products of the Mothylene Basco of Benz-
thiazole and Benzeelonazole With Haloid Alkyls (0 produktakh
reaktaii metilonovykh oanovaniy benzt4lazola i benzoelarsZOIS
s -,aloidnymi alkilami)
PE1iI0D1C!,j,: Zhurnal Obshchey Khimii, 1950,Vol.28, Nr 1, pp.209-.212 (USSR)
ABSTPAC'2: The reaction of the methylone bases of the bonnthiazole-, benz--
selenazole and thiazole series with 11,,.iloid alkylo was alreadj
quite thoro 'ughly investigated by the authors in 1950, They
state that the structure, ascribed to the reaction products
by Larive and Collet (reference 1) accordint; to scheme I
(fonaulae (I) (III) (IV)) is inca-xrect, aa actually in the
reaction of methyl iodide with 3-ilethyl-2-mothylene-bon2tliia-
zolino the compound (V), and with 3-,110 thyl -2-:'o thyleno- benz,
selenazoline the compound (VI) is formed. These fur-mulae M
and (VI) are proved by the properties of th,--3e two conpoundo
Card 1/3 and by their hydr3lySifl products. Larive and Collet used for

On the Reaction Prodiv.-to of the Methyleno Bases of Benz th i,~.zol e
selenazole With 11aloid Alkyls
the synthesis the products of the linka,;e of .-iethyl iodib to
t. _;o which should be bro,t-ht about
the riothylono bases, a lin',Lq 0
with the aid of the new irt ornediate product suoCested by
them (11-mothyl-2--benzthiazolsulplibeta-im) of monomethyncy4-
nines containing throe nuclei. Conacquently the dyes obtained
from these compounds were also ascribed a wronj structure.
According to Larive and Collet the reaction of the new dyes
takes place according to scheme 2 (formulae (III) and (VII).
In reality the conversion taken place according to scheme 3
(formulae (V) and (VIII)), where not monomethyncyanine, but
the dye VIII substituted in the chain is obtained. The re.-
action of product (V) with 3-riethyl-2-benzthiazolsixlphobetaine
was carefully investigated by the authors. The orange dye, a-3
reaction product, easily hydrolyzes with 0caustic potash to
a yellow product which decomposed at 339 C and proved to be
the well-known ketone (IX) of schc:~ie 4. The second hydrolysin
compound was liberated as me thyl other of o-methylaminothio
phenol. Consequently the hydrolysis of the dye obtained by
Larive and Collet takes place accordin.-, to :3cheue 5 (-;;ith
Card 2/3 the formulac(XIII) and (IX)) ao that the dye (VII) nat,-ira"lly

7'~- 1- 4' A /,~ 71
(A] tlic lletctiun Productra of tbe :!r-,t:jylenc Basco
cOlo-nazole Witvh 11[~jlojd Aj!,:~Ja
c'jil,ut furr-j auch products of hy(JroIy3i:;. '21icre are 7 refe-
runces, () of which are Slavic.
415SCCTA'L"1011: Kiyey State University
(Yiyeval-iy ,,;osudaratvunnyy univeraitat)
3 U MI T2 TE D sJanuary 2, 1957
AVAILAJLSt Library of ConC;ress
Card 3/11 1. Chemistry 2. Cyclio compounds-Chendoal reactions
3. Hydrolysis

79-28-4-38/60
AU 211101is C .'iprianov, A. 1. , Fedorova, 1. P.
TIM% '.,,a Derivatives of the Cyanine Dyes (Azoproizvodnyye tsianino-
V~-"-h krasiteley)
PERIODICAL! Zhiirnal Obshchey Khimil,1958,vol.28, fir 4tPP-1023-1031 (USSR)
ABSTRACT% It can be determined in colors, which simultaneously are poly-
methine- and azo-dyes, whether the azo Groups form a common
chromophor with the polymethine chain, or if they are se-
parated to a certain degree. The authors also found, how
the azo Groups act upon the sensitizing power of the thia-
cyanines. A caries of such dyes, predominantly thiacarbo-
cyanines and styryles, were synthesized. On that occasion
the authors started with the lately described (Ref 2)
2-methyl-5- and 2-methyl-6-arylazo derivatives.
SO 50
3)2+ (CH3)2 4
C H3 -C
Card f/3 N1

79-28-4-3a/60
Azo Derivatives of the Cyanine Dyes
3)2 +
-;P CH
3
'If C11 04
(B)
+(CH
-41
+ CH3
Cif3 so4
(C)
The obtained quaternary salt could be condensed and formed
a 3eries of symmetrical and aaymmetrical styryls and thia-
cyanines, which contained arylazo groups as substituents in
the benzene rings. It was found that the adsorption spectra
2/3 of these dyes show a separate intensive adsorption band.

Azo Derivatives of the Cyanine Dyes 79-28-,;-36/60
Therefore the azo groups and the polymethine chain fora a
common chromophor. In the case of 6-arylazo derivatives
of the thiaoyanines the adsorption band is shifted consider-
nbly zieurer to the red and of the spectrum, than in case of
"-arylu:;o derivatives. There are 3 figurest 7 tables, and
3 referuncee, 2 of which are Soviet.
ASSOCIATIONt Kiyeva'~iy gosudarstvenny universitet
(Kiyov State University)
SUMITTEDs Januar~r 0, 1957
Card 3/3

.;UY79-28-6-38163
AUTHORS: Yagupollskiy, L, Me, Grur, Be Yoe, F
TITM Tho 3ynthesis of p-Ilitrophonylhalogenmethylcarbinolg(Slntez p-
-nitrofenilgaloidmetilkarbinolov)
PERIODICAL: Zhurnal obahchey khimii, 1958, Vol. 28, I7r 6, pp. 16o8-161o
(USSR)
ABSTEACT: p-nitrophenylhalogenmethylcarbinols are intermediate products
in the synthesis of the synthetic antibiotics of synthomycin
(aintomitain). The cynthesis of p-nitrophonylchloromethyl-
carbinol (I) was first carried out from styrene by V. A.
Mikhalev and oo-workers. The chlorohydrin of styrene was
acetylated, the acetyl derivative was nitrated, the p-isomer
was separated from the obtained mixture of nitro products
and was saponified to the compound (I). it was of intereat
Oil to the authors to carry out directly
I the nitrification of chlorohydrin styrenn.
CH-CH C1 They found that on the addition of this
2
compound to the nitrificatioB mixturei
6 at a temperature not above 0 nitrogen
(1)
Card 1/3 NO2 ether of the m- and p-.nitrophenylchloro-

The Synthesis of p-Nitrophonylhalogeamethjrlcarbinols 50~'73-28-6-38/63
od of the synthesis of p-nitrophenylchloromethylcarbinoI
and p-nitrophenylbromomethylearbino1 by nitrification of
the corresponding halogenhydrin styrene, with subsequent
saponification of the formed nitrogen ether was carried out.
There are 7 references, 2 of which are Soviet.
ASSOCIATION: Institut organicheakoy kh1mii Akademii nauk Ukrainakoy SSR
(Institute of Organic Chemistry, AS Ukr SSR)
SUBMITTED: May 31, 1957
1. Methanol--Synthesis
Card 3/3

YAOUPOLISKIY. L.H.; V131MVSYAYA, G#O.; TAVORSKIT, D.F.;-GRUZ. B.Te.:
MAKSIMEM. A.S.; X11ASKIN, 1.0.; GOVSWSKKTA, T&J.; XMIANOV
Ali.
Improvement In the method for producing p-nitrophanylchloro-
methy1carbinole. Ked.prom, 13 no-3:20-21 Mr '59,
(MIRA 12:5)
1. Inatitut organicheskoy khimii AN USSR I Kiyevskiy khimiko-
fariwi~t'hh#t1cheBkI7 savod iment H.V.Lomonosova.
(MITHANOL)

5(0) SOV/30-59-3-23/61
AUTHORS: Arbuzov, B. A.p Academician, Kiprianov, A. I., Academician of
the AS UkrSSR
TITLE: Congress on Ch4mical Engineering (Kongress po promyshlennoy
khimii)

PERIODICAL: V
Veatnik Akademii nauk SSSR, 1959,NNr 3, pp 82-85 (USSR)
ABSTRACT: The XXXI International Congress took place in LAge, Belgium
from September 7 to 12, 1958- It was attended by moru than
1000 chemists and engineers of various countries. The Soviet
delegation was represented by B. A. Arbuzov, 0. A. Razuvayev,
K. A. Kocheshkov, A. I. Kiprianov, So I. Zav'yalov, and a
number of scientists and engineers of scientific branch re-
search institutes and enterprises of the chemical industry.
The discussions covered the whole range of chemical engineeri 'ig,
from atomic metallurgy to pharmaceutical products. The Soviet
chemists delivered the following reports: V. A. Kargin and
M. No Shteding reported on the inhibiting properties of
stabilizers; K. A. Kocheshkov spoke of the effect of rl-
radiation on the synthesis of orgpo-metallic stabilizers and
catalysts for plastical B. A. Arbuzov reported on the re-
Card 112 generation of carene and pinene oxides; A. I. Kiprianov and

; (3)
It TU T HT OR S Kiprianov, A. I., Prilut3kiy, G. Y. SOV/79-29-3-157/61
TITLE: Reaction of Phenazine and N-Phenazine Oxide With Orgnno-
r,,af.-ne.qium Halide Compounds (Vznimodeystviye fenazina i N-okini
foriazinu a Caloidmtigniyoretiricif-~qkimi soyedineniyami)
2_'.RI0 DI CAL: "'hurnal obshchpy khimii, 1,059, Vol 2c1, Nr 'I, pp 1020-10^16 (USSR)
A]STRACT: Besiden the roaction:j of thf.. organoraj,-r.,.-.iiu,7. ~.ulidf? compo'llidli
--tith phonazine derivatives, their quaternary salts, "Flavin-
duline", et al, the reaction of the phenazine itself with the
above mentioned magnesium compoundo has hitherto not becn in-
vestigated (Refs 1-4). Wlikhaylov and Blo?hin ("ief 4) affiliatad
lithium phenylate to phenazine and transformed the reaction
product without precipitation by methyl iodide into the 9-Met'.1yl-
10-phenyl-hydrophenazine (Scheme 1). The authors found that t1i,-,
;11.kyl m-agnesium bromides react with phenazine analoeou3ly -o
C6HrLi. In the cane of action of water upon the affiliation
product the 9-alkyl-9,10-dihydrophen,,iziiie!i -ai!re obtained.
Card 1/3

SCV/T'~ -2~ - 3-517/6 i
Reaction of Phenazine and N-Phenazine Oxido 'Nith Organomugneoiu= Halide
Compounds
J~)L~ . All! j, B r
2
N
Alk. Alk.
These dihydrcderivativen -ahich are unstable in air were not
precipitated and transforT;,.ed by the oxidation with diluted ii-tric
acid into the corresponding quaternary phenazine salts (Yield
39~'a). The dihydroderivEL.ives ar,,- in alkaline solution trans-
formed into the 9-alkyl-phenazinone-2 by potassium ferricyan:-de
(50%) (Scheme 3). In order to obtain the. above mentioned re-
action the ratio Grignard reagent - phenazine has to be 2,5 nole;
I mole. The reaction of phenazine with phenyl magnesium bromides;
differs from that with alkyl magnesium bromides (Scheme 4)-
The quaternary phenazine salts were synthesized as well by Us
reaction of the organomagrienium halide compounds with phenazine
Card 2/3 oxide, with subsequent decomposition of the reaction products

'X"'/7~ -29-3 -57,161
Rcmction of and N-Ph(.~nazino Oxifir., '.1alide
Compound--
by mineral acid. Thus the perchlorate of N-;)~(!nyl phenazinium
ww,l obtained and in the case of its mical oxidation
'e'
the 9-phonyl-phonazinone-2 (scheme 6~hoTtousl' 9-alkyl-9,10-di-
hydrophenazines and the corresponding quatqrnary salts of
pheriazine wore nowly synthenized. There are 6 references,
2 of which are Soviet.
ASSOCIATION: institut organicheskoy khimii Akademii nauk USSR (Institute of
OrGanic Chemistry of the Academy of Sciences, Ukrainskaya 333)
SUBMITTED: January 17, 1956
Card 3/3

5 (3)
AUTHORS: Kiprianov, A. I., Shrubovich, V. A. SCV/79-29-4-55/77
TITLE: Steric Undisme in Quaternary Sal-;a
of 2-Arylbenzothiazolos, 2-Arylberzimidazoles, and 2-Aryl-
pyridines (0 prostranstvennykh prepyatstviyakh v chetvertichzVkh
solyakh 2-arilbenztiazolov, 2-arilbenzimidazolov i 2-aril-
piridinov)
PERIODICAL: Zhurnal obahchoy khimii, 1959, Vol 29, Nr 4, pp 1230 - 1299
(USSR)
ABSTRACT: The authors are now in a position to 9upplament the observa-
tions roported on in a previous article (Ref 1) by data con-
cerning the liCht absorption of 2-1-ii-nethjlaminophenylbenziiii-
dazole salts. In the article under rovJew the three salts (1:1)#
(IV), and (V) are compared in regard of their absorptions. TLe
observations made with these salts wero the same as in the ct.se
of the salts (I) and (II), where there cccurred, in the tranti-
tion from the simple to the quaternary salt, a shift of the t.b-
3orption band not toward the long-wave, but toward the short-
-wave range of the spectrum (Ref 1). The approach of alkyls to
the nitrogen atoms in the heteroryclo iausea a shift of the eb-
Card 1/3 sorption band toward the ahort-wavo ranCe oil the spectrum - to

F teric Hindrance in SOV/79-29-4-550/77
'quaternary Salts of 2-Arylbenzothiazoles, 2-Aryl-
jenzimidazoles, and 2-Arylpyridines
a lesser degree in the case of salt (IV), but to a particularly
high dbgreo with salt (V) . This fact ou,-,~-ests a disturbance ( f
the co-planarity of the nuclei due to eteric
hindrance. . This disturbance is known to cause, in the
case of aromatic compounds, not only a shift of the absorpticn
band toward tho ahort-wave range of the spectrum, but also a
reduction of the absorption intensity (Ref 2). A comparison
of the intensities of simple and quaternary salts of 2-dime-
thylaninophonyl derivatives of nitrogen heterocycles is diffi-
cult, and for this reason the spectrum determinations were ex-
tended to the salts of the 2-aryl derivatives of nitroGen he-
terocycles without amino groups. In the case of a sufficient
sulphuric acid excess the alcoholysia of ouch salts in alcol,cl
solutions may be suppressed, and It is pcssible tc determine
not only the absorption maxir:!ur,i Df the salt b,-it al3c Its
cular extinction. The aboorlotion 31,ectra in the alcoholic so-
lution of oone 2-arylbenzothiazoles, 2-arylbonzimidazoleo,
2- and 4-phonylpyridines as well as 2-pherilbenzoxazole, their
Card 2/3 sulphates and quaternary salts were det(-,r-mined. A comparison

Steric Hindrance in SOV/79-29-4-55/77
Quaternary Salts of 2-Arylbenzothiazoles, 2-Aryl-
benzimidazoles, and 2-Arylpyridines
of the absorption curves of the sulphates and quaternary salta
showed that in all cases (except 4-phenylpyridine) the absorp-
tion maxima of the quaternary salts shifted toward the short-
-wave range of the spectrum, nnd the intunsitles declined (Flis
1-7). There are 7 figures and 19 reforences, 3 of which are
Soviet.
ASSOCIATION: Kiyevskiy gosudarstvennyy universitet (Kiyev State University)
SUBMITTED: February 26, 1958
Card 3/3

5 (3)
AUTHORS: Rozum, Yu. S., Kiprianov, A. 7. SO'1/79-29-4-57/77
TITLE: On the Guiding Effect of the Zubstituents in the Formation of
H-Phenazine Oxides (Ompravlyayushchem doystvii zameatitaley
pri obrazovanii H-okisoy fenazina~
PERIODICAL: Zhurnal obahchey khimii, 1959, Vol 29, Nr 4, PP 1306 - 1311
(USSR)
ABSTRACT: In the reaction of oxidizing aCents with mono-substituted phena-
zinc derivatives two formations of isomeric monoxides are poa-
sible (Scheme 1). In this oxidation process the oxygen atom wts
as electron acceptor so that the attack of the oxidizing agent
has to be directed aGainst that nitrogen atom of the aaymmetri-
cally substituted molecule which possesses the higher eler-tron
density. In the course of the investij;ations discussed iit the
article under review the authors itlidied the Cuiding effect of
the following substituents: the 2-mothoxy group,the chlorine atom
in position 2# and the chlorine atOLI in position 1. The correla.-
tion of the resulting monoxide wan dateraihad according to th---
ultraviolet absorption spectra. The following nethod was used;
In advanc6 two monoxides to be expected were prepared separat-j-
Card 113 ly for each case under investigation. This was done by alkaline

On the Guiding Effect of the Substituents In the BOV/79-29-4-57/77
Formation of H-Phenazine Oxides
condensation of the corresponding aromatic amines with nitro
compounds. The oxygen atom is known to appear in such conden-
satione at the expense of the nitro group (Ref 1). For this
reason the two isomeric oxides, e.g. those of 2-chlorophena-
zine, were obtained as a result of the condensations accord-
ing to scheme 2. The absorption curves of the two isomers cf
the N-oxidee were photographed by means of the spectrophotc-
meter SP-4 in benzene- and alcohol solutions. Subsequently,
the mixture of the same monoxides was prepared by oxidation
of the corresponding weighed phenazine derivative in glaci&l
acetic acid with H202. The reaction product was chromatophcto-
graphed until the mixture of the two N-oxides was completely
separated from the incompletely reacted base end the N,N-d!-
oxide. The weighed mixture of isomeric monoxides was dis-
solved in benzene or alcohol and the absorption curve of the
mixture was determined. It is not difficult to calculate the
percentages of the individual components of the mixture by
means of the absorption curve of the binary mixture and thr-t
of the two individual componenta. The afore-mentioned curvos
Card 2/3 are explained in detail In t%lo figures. There are 5 figuren

0
On the GuidinE: Effect of the Subatituents in the SC'1/79-2'W~-4-57/77
Formation of N-Phenazine Oxides
and 5 references, 4 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii Akademii nauk Ul:rainskoy SSR
(Institute of Oreanic Chemistry of the Academy of Sciences
Ukrainskaya SSR)
SUE41TTED: FebruarY 7, 1958
Card 3/3

.1k 5M BOV/79-29-5-64/75
AUTHORS: Kiprianov, A. I., Dyadyushap G. 0.
TITLE: Reactions of the Addltftd- ! Ao Salts of 2-Phenyl Acetylenyl
Quinoline (Reaktaii prisoyedineniya k solyam 2-fenilatesti-
lonilkhinolina)
PERIODICAL: Zhurnal obahchey khimiij 1959, Vol 29, Nr 5v PP 1708-1715
(USSR)
ABSTRACT: The quaternary salle of 2-phenyl aoeiylenyl quinoline readily
affiliate sodium oulfohydralej aminee.and compounds with active
methyl- and methylene groups. The following products were
obtained: 2-ihiobenzoyl mothylene-.t,2-dibTdroquinoline,
2-a-methylmercapto styryl quinolineq b-methyl-2-thiobanzoyl
methylone-1,2-dihydroquinolinal N-methyl-2-(a-ethylamino
sAyryl)-quino1Wumperchloraiej 11-mothyl-2-(a-piperidyletyryl)-
quinolinium, iodide# N-mothyl-2-(a-anilinostyryl)-quinolinium
methosulphate, 2-1a-pbeny1-P-(11-methy1dibydro quinalinylideno)-
ethylidene]-aceto-acetic eater, 2-la-phonyl-p-(11-mothyl di-
hydroquinolinylidene)-eihylidenel-benzoyI acetone, 1,11-dimethyl-
10-phenyl-2121-quinocarbocyanino iodidep 1931-dimethyl-10-
phonyl-2-quinothiacarbocyanino perchloratel 1111-diethyl-5'-
methoxy-10-phanyl-2-quinoselenocarbocyanine perchlorate,
Card 1/2 1,11,3',31-tetramethyl-10-phonyl-2-quinoindocarbocyanino per-

SOV/79-29-5-64/75
Reactions of the Addition- to Salts of 2-Phanyl Acetylenyl Quinoline
chloratet 3-methyl-5-lo-phonyl-p-(Il-mothyI dihydroquino-
linylidene-21-athylidonej-rhodanino, 1-phenyl-3-methYl-4-
[a-j)hen.Tl-P-(1'-methy1 dibydroquinolinylidene~-2t)-ethylidenej-
pyrazolone-5, The heterocyclic acetylene derivatives of
the type 2-phenyl acetylenyl quinoline may serve as inter-
mediate pr.,,ducto in the synthesis of chain-substituted cyanine
dyes. There are 1 table and 11 references, 3 of which are
Soviet.
ASSOCIATION: Kiyevskiy gosudaratvenn~y universitet
(Kiyev State University
SUBMITTED: February 16, 1957
Card 2/2

3(5) 307/79-29-9-14/76
AUTHORS: Kiprianov, A. I., Tolmachev, A* I.
TITLE: Tertiary Oxonium Salts of Chromones and Thiochromones
PERIODICAL: Zhurnal obshchey khimiiq 1959, 'Vol 29, Nr 9, pp 2868-2874 (USSR"
ABSTRACT: It may be observed from the inveotigation made by variouB
foreign chemists, as cited by referercea 1-4, that tertiary
oxonium salts of I-pyrone and its derivatives are difficult
to produce; this is the reason why they have been so little
investigated. The properties of these salts reveal, however,
that they are highly reactive; and may serve as initial prod-
ucts for a number of different traneformations (Refs 29 31 5)-
Thus, for instance, metbyl perchlorate of dimethyl pyrone
may enter autocondensation in the presence of bases, and
under formation of an orange dye (IV) (Scheme 2), what is in-
dicative of the activity of methoxy groups with respect to
nucleophilio-, and of the activity of methyl groupa with respect
to alectrophilic compounds. A more comprehensive investigation
of properties and reactions of tertiary oxonium salts of
pyrones, and especially chromones, however, calls for a more
expedient method of synthesizing these prolucts. A syntheoial
Card 1/3 recently made by the author's (Ref 6), of quaternary salts of

SOV/79-29-9-14/76
Tertiary Oxonium Salts of Chromonee and Thiochromones
weak organic bases, was successfully applied to chromone
and its derivatives. On heating an equimolecular mixture of
chrom8ne and methyl eater of 2,4-dinitrobenzosulfonic acid
at 50 9 tertiary oxonium salt (V) is already quantitatively
formed after 20 min. Isomeric benzochromones with methyl
eater of o-nitrobenzoaulfonic acid more readily form tertia
oxonium salts (VI) and (VII) than does chromone (90, and 957
yield). The tertiary oxonium salts of flavone (VIII) I 1-thio-
chromone (IX)P 4-thioohromone (X)j and 2-methylchromone (XI)
were obtained in the same manner. The synthesis of the tertiary
salt of 2-methyl ohromone (XI) proceeded with more difficulty.
It was obtained only with methyl eater of 2,4-dinitrobenzone
sulfonic acid in a yield of 81%. Xanthone, thioxanthone,
xanthione, thioxanthione and isoflavone do not react with
the methyl eater of this acid. All the new synthesized tertlary
salts are colorless, crystalline compounds with high melting
points. Their purification was rather difficult, as they are
unstable to water and alcohol. There are 31 references# 5 of
which are Soviet.
Card 2/3

SOY/79-29-9-14/76
Tertiary Oxonium Salts of Chromones and Thiochromonee
ASSOCIATION: Inatitut organichookoy khimii Akademii nauk Ukrainskoy SSR
(Inatituts of Organic Chemistry of the Academy of Sciences
of the Ukrainskaya SSR)
SUBMITTED: September 1, 1958
Card 3/3

S/073/60/02r'/001/012/021
BOO4/ B Or, 4
AUTHORS: and Ponomareva. E. A.
TITLE. Cynnine. Dyes FrOM Ph-nrizine Deriv,&tive:;
PERIODICAL: Ukrainakly khiniche--kiy zhurnal, 11,460, Vol. 26, Nc, 1,
Pp. 78-85
TEXT: Quaternary salts of nitrogenous heterocyclic compounds having a
CH3 group in a- or p-position easily react in alkal,.ne aolution with
quaternary phenazine salts, Example:
,-Is
DO NaOH
C - :~ C11-C 1TV)
Ib+ CH - '\ U2
3 N
C2H 5 2H5 C2H C
2
A tr-tal of 18 dyes of the general structure R- 1-;;-CH-R,
C i. X
Card 1/2

Cyanine Dyes F.~-om Phenazine Deri7atives S10731601026100110121021
B004/BO54
were synthesized by this reaction Component's used were qaat,~rriary !iaitz of
phenazine cr 2-methoxy phenazine on the one hand, and quaternary salts of
2-methyl-substituted benzthiazzole, 6,7-benzcbenzthiazole, tenzsr-lonazole,
4-methyl thiazole, benzoxazole. 4,5-benzobenzoxazole, 3,3-limethyl
indolenine, N-methyl benziminazole, and quinoline, cn the cth-r. Synthesit,
was conducted by three methods: 1) Equimolar amountz of ths:? component.-,
(0.001-0.002 mcle were precipitated in aqueous iclution ~.y ~~rysta'A_i,-ed
sodium acetate; 2~ mixing of the component3 and dropwi5,i a ilition of 20%
NaOH; 3) an equimolar mixture of the ~omponenta was diszo'--~J In pyridine
V/
and heated to boiling. The precipit&',es filtered off were ri-crystallized
from methanol. Lbsorption maxima of these substances li~:, betw-~--~n 700 and
800 mp. There are 1 figure, 2 tables, and 6 rpferenc~.,s: 3 Soviet, 2 US,
3 British, and 1. German.
ASSOCIATION: Kiyevskly gosudarst7ennyy universitnt im T. G. ShGvchenko,
kafedra organicheakoy khimii (Kiyev St--tte Unil-il,-rsity imeni
T. G. Shevi-h-nko, Dr?p,,_,rtm,nt cf Ozr~-a-~,~- Ch-m.43try)
SUBMITTED: Aug-ust '', 19`18
Card 212

S/07 3/60/02 6/002/011/015
B023/BO67
AUT11ORSt Kiprianov, A. I., Ponomarevat Es A., ani Skavinskiy, Yn. r.
TITLEj Ctanine Dyes From Phenazine Derivatives
PERIODICALi Ukrainskly khimicheBkiy zhurnal, 1960, Vol. 26, No. 2,
pp. 237-242
TEXTs In continuation of Ref. I the authors subjected qu,.ternary salt.8 -1
phenazine, methoxy phenazine, phenanthrazine, and methoxy phenanthrazlne
to oxidizing condensation with thlocyanate and pyrazclono derivatives.
They obtained a number of dyes called merocyanines, from which they
synthetized thre.9-cyclic dyes - rhodacyanines. Algo quaternary salts of
phenanthrazine, methoxy phenanthrazine, acenaphthylene quinoxaline, and
methoxy acenaphthylene quinoxaline were condensed with quaternary Halts
or 2-methyl-benzo thiazole. Thus, monomethine cyanines were obtained FLe
dyes. The absorption maxima of tho now dyes 1i-3 at the boundary between
the visible and Infrared regions of the spectrum. Table 1 Illustrates tho
formatirn of rhodacyanine, and gives its yield and absorption maxima
(in m)A). Table 2 chown the formation of monomethine ~yaninp, its yield,
Card 1A

Cyanlne Dyes From Phenazine Derivativea S/M/60/026/002/011/015
B023/BO67
and its absorption maxima in alcohol (in m~t). The atfaehed ocheme Il-
lustrates the formation of monomethine cyanine. Data publishel by A. I.
Kiprianov (first author) and G. M. Prilutakly are mentiorip.j.
Legend to Table 2j a) structurej b) yield; c) absorption maximim
There are 2 tables and 6 references: 5 Soviet ? US, I French, 1 Belgian,
and I German.
ASSOCIATIONt Kiy,3vskiy gosudarstvennyy universitet im. T. G. Shevchenko,
kafedra organichookoy khimii (Kiyev Stat- Univeralty 1m,:ni
T. 0. Shevchenko, Chair of Organic Chemistry)
SUBMITTEDi Augvst 11, 1958
Card ?A

S/07 60/026/002/011/015
B023X3067
N, CTpoeRite moHomemitwamots DUXOA. % 14aKCHUYU norjouZemix
nr,.
a)
N
xf I'll / \/N 65 M
.), I-CH-C 11 1
/\N \N/\00
J-
CHwC \ Xo* I
x1l 46 718
-OCI I
J-
Card 3/4

X111 IN.
Nl*\Ooo \Nl\~,
s
Climc It
N
x1v CUS
ocil,
Nl\e
&I,- J-
S/073/60/026/002/011/015
Bb2-3/2067
26
665
665
C ard 4/4

J~MWWI.Atlt - -,
8.11. Reformatskii and his reaction; on the 100th anniverear7 of his
birth. Ub. khtm. shur. 26 no.4:471-473 160. (MnU 13:9)
1, Institnt organicheskoy khimii AN USSR.
(Reformatakii, Sergei Ilikolaevich, 1860-1934)
(Chemical reactions)

S/07 ~',/60/02 6/005/011/0! ~i
BOO,1/BO('-
AUTHORSt Kipriancv, A. 1. and Por~mrtroyu, 9, A.
TITLEt Cyanine Dyes From PhenazJne DeHvativeo. III. Dyes Frcm
TptrahydrophenazinR
PERIODICAL'& Ukrainekiy kh.1micheskiy shiii,rrill. 1 -)00. V ~ I No
pp. 633-636
TEM Proceedine from a paper by J. S. Morley (Hof. ~1) 'J"t,
synthesized the dye "S.1yril" (I) (condonaiLtion of tetraliy1rphenazine
iodomethyla"e with p.-dimethyl aminc.-benzallehyde accordlng to,-' Mcrley) and
the methozy derivative II (orympthylaticn 3f tefrallydroplienazin- wi'~h
dimethyl sulfate, followed by condensation with the nl-ove aldehyde).'
x Is R = H'; ~ max ~ 559 mii, 1~19 3.65
III R -CHO';.k ~ 5ef- 4.rO
3 M % X 1P
R + (Tho spectr9scipic data refer ti an :tlcohc~li-
1~7
sol u tJ on)
I- ell3 ell (CF 3)2
Card 1/3

Cyanine Dyes From Phenazine Derivutives. S/07.)/60/026/005/011/019
III. Dyes From Tetrahydrophenazine B004/BO63
A reaction of tetrahydrophenazine or ,f Itj n~!fh ~xy (tev".,O iv., wllt?~
methyl stilfate, nolium formatep find ac~Airihydrldi~ 1.-(i Vt lyp'l Tll 1n,1 17.
respectivelp
R - i-. t ~j "')
ir
I- CH 3 C11 -
C113-
IIII R H*; AI 690
max
74 31
'Max
IVj R CH 0. 705 m,,,
3 ; M "t X
407 760 mr,
I oz ?mhX
A reaction of methyl ma#hDxysulfate of '.-.itrahydr-oph-n,,i,,irio ,r of 14,5
Card 2/3

Cyanine Dyes From Phenazin,e Derivativea. S/07 3/r,0/0:)6/OC)5/oi 1/0 1)
III. Dyes Prom Tetrnhydrophonazine B000065
methoxy derivative with 2-acetantlidovinyl berizothiazole led to dyes V axii
VI, respectivelyt
I//\\' ), V1 R - 11,; AI max Mu, 1 Og 3 .76,
~ ~111
R. ri 1
+ A2max 64 () lnl,, 1,-),v L 2
S VI: R CH 0, ; ~,
r 6H CH-CH-C 5 i -- 629 4.3:
3 Max
.R3 A 2 6 6 a mp 0 e, t 4 - 3 5
C G" ~1 X
There are 6non-Soviet references. 6 British.
ASSOCIATIONs Kiyevskiy gosudarstvonriyy iiniver:-~itet im. T. G. Shevchpnko
(Klyev State University im(.ini T. G. Shevchenko)
SUBMITTED: April 14, 1959
Card 3/3

,
Influence ~f the solvent on the color of dyne (solvatochromisn).
Usp. kh1m. 29 no.21:1336-1352 N 16b. (MIRA 13;11)
1. Iastitut orgmatchaskoy khimil AN USSR,
(Color) (I~vs and dyeing)

5, 3610
AUTHORSt
kTLE 9
PERIODICAM
ABSTRAM
Card 1/12
T1,909
"OV/ ('j -3~-) -2 -tj 0,/'~8
T,
Kipryanov, A. I' olina---hev, A. 1.
Condensation of Tertiary Oxonium Saltui of Chromones and
Thiochromones With Compoun(W Containiiig Active Methyl
or Methylene Groupa
Zhurnal obshchey khimli, 1960, Vol 30, Nr 2, pp 638-
6146 (USSR)
In their previou.,3 study (thiz, J., 1959, our abstract
75199) the authors reported the synthesis of tertiary
oxontuin salts of' chromonea and thlochromoneLi In the
react-Joti of' these weak bas(,~B with e3terij of nitroben-
zene!itilfonlo acid. The present study deals with the
condim2atlua of these salto with quaternary salts Of
2-methylbenzothiazole and its derivatives, or with
2-methylenebenzothiazole, which yielded a series of
asyrimetric dyes (momomethtnyleyanines) containing
benzothiazole- and benzopyryli=-group2. Equimolecular
amounta of o-nitrobenzenesulforiate of 11-methoxybenzo-
thiopyrylium and methylbenzene5ulfonate of

Condensation of Tertlary Oxonlum Salto
of Chromones and Thiochromones With
Compounds Containing Active Methyl or
Methylene Groups
Card 2/12
77909
SOV//(9-30-2-60-78
2-methylbenzothiazole 1wated for 30 mLn at 100 0 C in
a mixture of acetic acid, acetic anhydrideYand pyridine
gave0readily (I) dark-red needle3; yield 20%, decomp.
264 c.
S Al/
+ c 11,0 - X-- --O~ //I'. /\ * `~
S 1., 494 gap
CIO,-
c1l, X-
Dye I was obtained in 61% yield when 3-methyl-2-methyl-
enebenzothiazollne wag substituted for the quaternary
jalt of 2-methylberizothlazole. pjes (n) (oran e
III) oran.,.:.-
needleaj yield 60%; decomp 2'(8 0 C~ and (
needles; yield 37%; decomp: 2'(7 0 C iere obtained
similarly from o-riltrob(--rl:~(-,ne.,3ulfonate of

C o 1 01 1 1 t; o t, T vy 0.. ,mILI-1111
)w%'; wit'll
ov
Inethyl-
tit'
)htho-
and o I lial
Mil.;i-ole.
NO
514. 'Au mo.
4
N/ o-N0jCqill,S0j-
Card 3/12

Condensation of Tertiary Oxonium Salts 77909
of Chrorrionej arid Thlochromones With BOV/19-30-2-6o,,,4,18
Compo~mdo Containing Active Methyl or
Methyl.,--m! Groilpo
Tort ' lary oxonitun saltB of chronionen do not yield mono-
Blethinecyarilnes undur the, above condi',;Ions. but earl be
conden.-jed eriully with quaternary salts of 2-methyl-
berizothlazole when the latter were corivertf,d with
a I
-kall Into triethy1c.-rie bam!,,,. Accordltll-jy, o-nitro-
of ill acetlc
anhydride, and 3-mf~ttiYI-2-,,netliyl(3ii(-,bezizottitazoline in
gjaclal acetic acid oil heating for I hr at 100 0 C
gave (IV) (red-orange needlea; yield 5CY
256 0 C). decomp.
f Cilso
.N o N02C,11,~(),
I
4.113
C-C
o-No2cjlf,so, -
C113
(IV)

Condensation of Tertlary Oxonlum SgIts
of' Chromotics and ThLoctiromoneo With
Compounds Containing Active Methyl or
Methylene Groups
Card 5/12
77909
SOV/79-30-2.-60/78
In this manner,, the conden.,jation of' the aalts of chro-
mone, flayone and '- O-Ijenzoch -orrione with 2-methylene-
JJYX A.
3-me --(or 3-eth~yi)-bc.~tizottillazolitio, 2-mlethylene-3-
metliyl-6-nitrot)cnzothiazolirie, and 2-methYlene-3-
methyl-(or 3-etkYl)- 0. -nap) ithott i iazoline _gave the
yellow and orange monomethinecyanines (V~ (X), in
quantitative yield. Monomethinecyanii XI) (orange
flakes; decomp, 295 0 C) of a :jlmllar atructure was
obtained by condensing 2-muthylehromone with Lari-ie`
reagent (3-m,2thylbenzo'thiazole-2-oulfobetaine) for 3 hr
at 150 0 C and heating the base, thu2 obtained, for 1
hr at 150 0 C with dimethyl sulfate. Heating 2-methyl
chromone with methyl ester of o-nitrobenzenesulfonic
acid in toluene gave (XII) (dark purple needles; decomp.
264 0 C). Heating 2-methylchromone with P 2S5 in xylene,
and treating the base thus obtained with dimethyl sulfate
gave (XIII) (dark purple needles; decomp. 249 0 C).
Flavone In reaction with Grignard's reagent In ethyl
ether gave easily salts of 4-methylflavylitun contain-
Ing an active methyl group.

KIFRIANUY, A.I.-. INAMUSIU, G.G.
Reactions of addition to salts of phenylacetylenylpyridines.
Zhur. ob. khim- 30 no.11:3647-3654 w6o. (XIRA 13: 11)
1. Institut organiahaskoy khimli Akademit naA Ukrainskoy SSR.
(Pyridine)

-X1.1-RI.A1-J.OV,_A.I.; DYADTUSHA, G.G.
Organomagnesium synthesis of 2-acetylanylquinolinium salts.
Zhur. ob. khim. 30 no.11:3654-3658 X160. (MIRA 13:11)
1. Inutitut organichaskoy khimli Akademii nauk Ukraluskoy A'SA.
(4ulnolinium compounds)