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Synthesis of 1‐substituted 5‐aryl‐3‐styryl‐2‐pyrazolines and 3‐aryl‐5‐styryl‐2‐pyrazolines by the reaction of dibenzylideneacetones and E,E ‐cinnamylideneacetophenones with hydrazines
Author(s) -
Lévai Albert,
Jekó József
Publication year - 2006
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.5570430524
Subject(s) - hydrazine (antidepressant) , chemistry , hydrate , aryl , acetic acid , medicinal chemistry , organic chemistry , alkyl , chromatography
The reaction of dibenzylideneacetones or E,E ‐cinnamylidene‐ acetophenones and hydrazine hydrate provided 1‐propionyl derivatives of 5‐aryl‐3‐styryl‐2‐pyrazolines and 3‐aryl‐5‐styryl‐2‐pyrazolines. These unsaturated ketones afforded 1‐(2‐carboxyphenyl) or 1‐(4‐carboxyphenyl) 5‐aryl‐3‐styryl‐2‐pyrazolines and 1‐(4‐carboxyphenyl) derivatives of 3‐aryl‐5‐styryl‐2‐pyrazolines on treatment with (2‐carboxyphenyl)‐hydrazine or (4‐carboxyphenyl)hydrazine in hot acetic acid. Structures of all new 2‐pyrazolines have been elucidated by microanalyses and a combined utilization of various spectroscopic methods.