Addition-cyclization reactions of ethyl isothiocyanatoacetate with carboxylic acid hydrazides

M Veverka, M Marchalín

Index: Veverka, Miroslav; Marchalin, Miroslav Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 1 p. 113 - 119

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Citation Number: 6

Abstract

Abstract Ethyl (3-substituted 5-thioxo-1, 2, 4-triazolin-4-yl) acetates were prepared by addition-cyclization reaction of ethyl isothiocyanatoacetate with carboxylic acid hydrazides in the presence of sodium ethoxide. Thermal cyclization of the adduct in dimethylformamide afforded 1-acetamido-2-thiohydantoin. The effect of substituents on the cyclization course and the thione-thiol tautomerism are discussed.