JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.35, no.2, pp.377-380, 1998 (SCI-Expanded)
A series of ester formylhydrazones 2 were synthesized from the reaction of alkyl imidate hydrochlorides 1 with formylhydrazine. Treatment of 2 with hydrazine hydrate, ethyl carbazate and tert-butyl carbazate led to the formation of 3-alkyl-4-amino-, 3-alkyl-4-ethoxycarbonylamino- and 3-alkyl-4-tert-butoxycarbonylamino-4H-1,2,4-triazoles 3-5, respectively. Reaction of compounds 2 with formylhydrazine gave N,N'-diformylhydrazine 6. Compounds 2 were reacted with 2,5-dimethoxytetrahydrofuran to afford 3-alkyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazoles 8.