87864-83-3

Usage

Structure

1H-Imidazole-1-carboxamide, 4-cyano-N-methyl-

Derivative

Imidazole

Substituents

Cyano group, methyl group

Uses

Synthesis of pharmaceuticals and agrochemicals, potential biological activities

Importance

Valuable intermediate in organic synthesis

Precautions

May pose health risks and environmental hazards if not properly managed.

Upstream product

• 624-83-9 methyl isocyanate 
• 57090-88-7 1H-imidazole-4-carbonitrile 

Relevant academic research and scientific papers

Reactions of 4-Cyano- and 4-Methylimidazoles with Isocyanates

4-Cyano- and 4-methylimidazoles reacted with methyl and aryl isocyanates to give exclusively 1-(substituted carbamoyl)-4-cyano- and 4-methylimidazoles, respectively.Refluxing of 1-carbamoyl-4-methylimidazoles in nitrobenzene yielded 2-carbamoyl-4-methylimidazoles through a known migration, whereas the 4-cyano analogues could not be caused to migrate.On the other hand, the treatment of 4-cyano-1-(methylcarbamoyl)imidazole with methyl isocyanate under the basic conditions resulted in the formation of 2-methyl-1-(methylcarbamoylimino)-2,3-dihydro-1H-imidazoimidazol-3-one which must be formed via the migration of the carbamoyl group to another nitrogen followed by the intramolecular cyclization of the newly introduced carbamoyl group with its vic cyano group.