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On triazoles. XXXV . The reaction of 5‐amino‐1,2,4‐triazoles with di‐ and triketones
Author(s) -
Reiter József,
Pongó László,
Kövesdi István,
Pallagi István
Publication year - 1995
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.5570320206
Subject(s) - chemistry , steric effects , medicinal chemistry , diketone , reaction conditions , stereochemistry , organic chemistry , catalysis
Abstract The reaction of 5‐amino‐3‐Q‐1 H ‐1,2,4‐triazoles 1 with aliphatic, aromatic and cyclic 1,3‐diketones, 1,4‐diketones, and different linear and non linear triketones was studied. It was proved that in case of unsym‐metrical aliphatic 1,3‐diketones the regiochemical outcome of the reaction was influenced by steric factors. In case of triacetylmethane and 3‐(4‐chlorobenzyl)‐2,4‐pentanedione the splitting of one acetyl group from the reactant was observed during the reaction. A liner triketone, namely the 2,4,6‐trioxoheptane reacted as a simple 1,3‐diketone.