Transaminations of NN-dimethylformamide azine

Abstract

NN-Dimethylformamide azine, obtained as its hydrochloride by treating hydrazine or NN′-diacylhydrazines with thionyl chloride in dimethylformamide, undergoes transaminations with primary amines, giving 1,2,4-triazoles, and with secondary amines, giving other NN-disubstituted-formamide azines. The initial product of the reaction with aniline is a 1 : 1 adduct.