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Nitroimidazoles. XII . A simple and efficient synthesis of 1‐methyl‐5‐nitroimidazole‐2‐acetic acid
Author(s) -
Moezzi A. M.,
Ghanbarpour A.,
Shafiee A.
Publication year - 1996
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.5570330677
Subject(s) - diazomethane , chemistry , nitroimidazole , acetic acid , diazo , chloride , medicinal chemistry , organic chemistry
Reaction of 1‐methyl‐5‐nitroimidazole‐2‐carboxyl chloride ( 9 ) with diazomethane afforded 2‐diazo‐1‐(1‐memyl‐5‐nitro‐2‐imidazolyl)ethanone ( 10 ). Successive rearrangement of compound 10 via Arndt‐Eastert rearrangement yielded 1‐memyl‐5‐mtroimidazole‐2‐acetic acid ( 1 ), which was converted to its corresponding methyl ester 11 with etheral solution of diazomethane.