N-(Furan-2-ylmethyl)-cyanoacetamide in heterocyclic synthesis: Synthesis of novel antimicrobial agents encompassing furan, pyridine, chromene, and chromenopyridine moieties

The key intermediate 2-cyano-N-(furan-2-ylmethyl)ac etamide was obtained by the solvent free reaction o f ethyl cyanoacetate and furfurylamine. Cyclocondensation o f cyanoacetamide with acetylacetone, benzoylacetone or ethyl acetoacetates furnished the corresponding pyridinon e derivatives. Aminopyridone derivatives were obtai ned by treatment cyanoacetamide with arylidenemalononitril e, arylmethylidene-cyanoacetate or 2-(2-oxoindolin- 3- ylidene)-malononitrile. Reaction the cyanoacetamide with salicyaldehyde afforded 2H-chromene-3-carboxa mide derivatives depends on the reaction conditions. Rea ction the resulting of chromone with malononitrile, ethyl cyanoacetate or cyanoacetamide afforded the chromen opyridine derivatives. Evaluation of antibacterial and antifungal activities for the synthesized compounds was carried out to probe their activities. Most of the tested compounds showed significant activities.