Journal of Heterocyclic Chemistry p. 377 - 380 (1998)
Update date:2022-07-29
Topics:
Ikizler, Aykut A.
Yildirim, Nuri
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.
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