One pot three-component synthesis of imidazole derivatives using NH3/NH4Cl

Document Type: Original Paper


Department of Chemistry, Ahvaz Branch, Islamic Azad University, Ahvaz, Iran


Imidazole is a planar, five membered heteroaromatic molecule with pyrrole type and pyridine type annular nitrogens. Several approaches are available of imidazoles from alpha halo ketones, aminonitrile, aldehyde ect. Reactivity of imidazole and benzimidazole is referred from sets of  resonance structure in which the dipolar contributors have finite importance.
Imidazoles among the principal groups of heterocyclic compounds that have biological properties. Due to the presence of imidazole rings in natural products and active pharmaceutical ingredients, different ways for the synthesis of heterocyclic compounds of this type investigated. The aim of this project is substituted derivatives 2,4,5-Imidazoles.
In this study, three-substituted imidazole compounds synthesized using ammonium chloride as a catalyst cost in terms of reflux were studied. Reaction with aldehydes and ammonium acetate Acenaphthene quinone in  crowding conditions in the presence of ammonium chloride was performed successfully and imidazole derivatives were prepared with good yields. The key advantages of this process are high yields,cost effectiveness of catalyst,easy work-up and purification of products by non-chromatographic method.