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Synthesis of novel heterocycles from thiazolecarbohydrazides
Authors:V. A. Mamedov  I. A. Nuretdinov  F. G. Sibgatullina
Abstract:Cyclization of 2-methyl (or -phenyl)-5-phenylthiazole-4-carbohydrazides (1) and (2) under various conditions gives differing oxadiazoles: 2-(2prime-substituted-5prime-phenyl-4prime-thiazolyl)-1,3,4-oxadiazole-5-thiones (7) and (8), and 2-(2prime-substituted-5prime-phenyl-4prime-thiazolyl)-1,3,4-oxadiazoles (9) and (10). Cyclodehydration of thiazolecarbonyl-thiosemicarbazides (3)–(6) with NaOH givesthe 3-(2prime-substituted-5prime-phenyl-4prime-thiazolyl)-4-substituted-4H-5-mercapto-1,2,4-triazoles (11)–(14), while H3PO4 gives the 2-(2prime-substituted-5prime-phenyl-4prime-thiazolyl)-5-phenylamino-1,3,4-thiadiazoles (15) and (16).A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, 420083 Kazan'. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 679–683, March, 1992.
Keywords:hydrazide  thiosemicarbazide  thiazole  oxadiazole  thiazole  oxadiazole  triazole  thiadiazole
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