Fused polycyclic nitrogen-containing heterocycles 21. Condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 4-(4-methylpiperazino)-1,2-phenylenediamines

The condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 5-fluoro-4-(4-methylpiperazino)-1,2-phenylenediamines leads to region-isomeric thiazolo[3,4- a ]quinoxalines differing in substituents in positions 7 and 8 of the benzene ring. From the ratio of isom...

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Bibliographic Details
Published inRussian chemical bulletin Vol. 58; no. 1; pp. 203 - 211
Main Authors Mamedov, V. A., Zhukova, N. A., Beschastnova, T. N., Balandina, A. A., Gubaidullin, A. T., Kotovskaya, S. K., Latypov, Sh. K., Levin, Ya. A., Charushin, V. N.
Format Journal Article
LanguageEnglish
Published Boston Springer US 2009
Subjects
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Inorganic Chemistry
Organic Chemistry
4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine
NMR spectroscopy
thiazolo[3,4
IR spectroscopy
quinoxalines
X-ray diffraction analysis
cyclocondensation
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Summary:The condensation of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidine with 5-fluoro-4-morpholino- and 5-fluoro-4-(4-methylpiperazino)-1,2-phenylenediamines leads to region-isomeric thiazolo[3,4- a ]quinoxalines differing in substituents in positions 7 and 8 of the benzene ring. From the ratio of isomers formed it follows that the mesomeric effect of a fluorine atom in 1,2-phenylenediamines is comparable with the influence of an aminosubstituent.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-009-0030-6