Synthesis of Some Oxazolone and Imidazole derivatives

Abstract

In this research, seven oxazolone and nine imidazole derivatives were designed and synthesized. The oxazolone derivatives were synthesized using benzoyl chlorides and glycine to produce bezonyl glycine then these bezonyl glycine further were reacted with different aromatic aldehydes in presence of sodium acetate and acetic anhydride to give seven oxazolone derivatives (I to VII). The seven synthesized oxazolone derivatives were reacted with 2,4-dinitrophenylhydrazine in the presence of pyridine as solvent to produce seven imidazole derivatives (VIII to XIV). Oxazolone derivatives (I and III) reacted further with hydrazine sulfate in presence of pyridine as a solvent to give two imidazole derivatives (XV and XVI). Compounds 1-(2,4-dinitrophenylamino)-2-phenyl-4-(3-phenylallylidene) imid- azole-5-one (IX), 1-(2,4-dinitrophenylamino)-4-(2-hydroxybenzylidene)-2-phen ylimidazole-5-one(XII), 1-(2,4-dinitrophenylamino)-4-(hydroxyl-3-methoxy- benzylid-ene)-2-phenyl-5-one(XIII) and 1-amino-4-benzylidene-2-phenyl imidazole-5-one (XIV) are new and synthesized for the first time. All the synthesized compounds were identified and characterized using Infrared and 1H NMR spectroscopic techniques.