Selective reduction of 2,4-dinitro- and 4,5-dinitroimidazole derivatives using iron dust

✍ Scribed by Dorota Olender; Justyna Żwawiak; Lucjusz Zaprutko

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2010
• Tongue: English
• Weight: 248 KB
• Volume: 47
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.418

✦ Synopsis

Abstract

magnified image A series of N‐substituted 2,4‐dinitroimidazoles, 4,5‐dinitroimidazoles, and 2‐methyl‐4,5‐dinitroimidazoles have been selectively reduced to the corresponding aminonitroimidazole derivatives, using iron dust in glacial acetic acid at room temperature. 2,4‐Dinitroimidazoles have been reduced to the 2‐amino‐4‐nitro‐derivatives only but 4,5‐dinitroimidazoles have given 4‐amino‐5‐nitro‐ or 5‐amino‐4‐nitro‐ derivatives depended on the structure of the N‐substituent. J. Heterocyclic Chem., (2010).