Premium
A study on ester formylhydrazones
Author(s) -
Ikizler Aykut A.,
Yildirim Nuri
Publication year - 1998
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570350220
Subject(s) - chemistry , alkyl , hydrazine (antidepressant) , hydrate , medicinal chemistry , organic chemistry , chromatography
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 ‐butoxycar‐bonylamino‐4 H ‐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‐(1 H ‐pyrrol‐1‐yl)‐4 H ‐1,2,4‐triazoles 8 .