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Reactions of methyl ( E,Z )‐2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)‐amino‐3‐dimethylaminopropenoate with heteroarylhydrazines. 2‐(2‐Benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐heteroarylhydra‐zonopropanoates and 1‐heteroaryl‐4‐ethoxycarbonyl‐3‐phenylpyrazoles
Author(s) -
Strah Sonja,
Stanovnik Branko
Publication year - 1997
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.5570340540
Subject(s) - chemistry , yield (engineering) , catalysis , hydrochloric acid , medicinal chemistry , ethanol , benzoyl chloride , organic chemistry , materials science , metallurgy
In the reaction of methyl ( E,Z )‐2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopro‐penoate ( 1 ) with heteroarylhydrazines 2 in ethanol in the presence of catalytic amounts of hydrochloric acid two types of products were formed: methyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐heteroaryl‐hydrazonopropanoates 4 in 73‐86% yield and 1‐heteroaryl‐4‐ethoxycarbony‐3‐phenylpyrazoles 5 in 5‐16% yield.