Premium
Synthesis of 1‐Aryl‐1 H ‐pyrazolecarbonitriles and related derivatives
Author(s) -
Beck James R.,
Lynch Michael P.,
Wright Fred L.
Publication year - 1988
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.5570250237
Subject(s) - chemistry , pyrazole , aryl , hydrolysis , regioselectivity , carboxylic acid , organic chemistry , dicarboxylic acid , medicinal chemistry , catalysis , alkyl
The synthesis of 1‐aryl‐5‐cyano‐1 H ‐pyrazole‐4‐carboxylic acid, ethyl esters 1 is described. Subsequent chemistry led to relatively simple and unique pyrazole derivatives. Most important of these are 1‐aryl‐5‐(aminocarbonyl)‐1 H ‐pyrazole‐4‐carboxylic acids 2, which are chemical hybridizing agents in wheat and barley. The regioselective hydrolysis of 1‐(3‐chlorophenyl)‐1 H ‐pyrazole‐4,5‐dicarboxylic acid, dimethyl ester (7b) and subsequent chemistry is also described.