Synthesis and Reactivity of 3-Alkylthio-5-cyanomethyl-4-phenyl-1,2,4-triazoles
Abstract
Phenyl isothiocyanate reacts with 2-cyanoacetohydrazide (1) to yield the corresponding 1-cyanoacetyl-4-phenyl-thiosemicarbazide (3), via acid hydrolysis of the intermediate 2 whereas cyclization of 3 gave the 1,2,4-triazoles 4, 1,3,4-thiadiazoles 7 and 1,3,4-thiadiazine-5-ones 9; compound 4a was reacted with phenyl isothiocyanate, dicyandiamide, sulfanylacetic acid and benzaldehyde to afford 11, 13, 14 and 15, respectively.