Collect. Czech. Chem. Commun.
1987, 52, 113-119
https://doi.org/10.1135/cccc19870113
Addition-cyclization reactions of ethyl isothiocyanatoacetate with carboxylic acid hydrazides
Miroslav Veverka and Miroslav Marchalín
Drug Research Institute, 811 04 Bratislava
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.
