Fused polycyclic nitrogen-containing heterocycles 20. Thiazolo[3,4-a]quinoxalines from 4-hydroxy-2-phenyliminothiazolidines and C-substituted 1,2-phenylenediamines

被引：0
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作者：
V. A. Mamedov
N. A. Zhukova
T. N. Beschastnova
A. T. Gubaidullin
Ya. A. Levin
I. A. Litvinov
机构：
[1] Kazan Research Center of the Russian Academy of Sciences,A. E. Arbuzov Institute of Organic and Physical Chemistry
来源：
Russian Chemical Bulletin | 2009年 / 58卷
关键词：
Hantzsch reaction; 4-hydroxythiazoklidines; thiazolo[3,4-; ]quinoxalines; IR spectroscopy; NMR spectroscopy; X-ray diffraction study;
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摘要：
The condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 4,5-dimethyl-1,2-phenylenediamine affords 7,8-dimethyl-3-phenyl-1-phenyliminothiazolo[3,4-a]quinox-alin-4(5 H)- one; the condensation with 1,2-phenylenediamines containing different substituents at positions 4 and 5 gives both theoretically possible isomeric thiazolo[3,4-a]quinoxalines, which differ in the distribution of these substituents between positions 7 and 8 in the benzene ring of the quinoxaline system. 3a-Hydroxy-7,8-dimethyl-3-phenyl-l-phenylimino-3,3a-di-hydrothiazolo[3,4-a]quinoxalin4(5 H)- one was isolated and characterized as the intermediate of the reaction giving rise to thiazolo[3,4-a]quinoxaline from 4,5-dimethyl-1,2-phenylene-diamine. This intermediate is a covalent hydrate of the final product.
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页码：191 / 202
页数：11
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