Synthesis, Characterization, Antibacterial and Antifungal Activities of Certain Substituted Imidazolones
Sudeer Babu, I
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A series of oxazolones (3) were prepared by cyclization reaction of hippuric acid (1) with different aromatic aldehydes (2) using sodium acetate and acetic anhydride as solvent. Two series of imidazolones (4&5) were synthesized from oxazolones (3) by condensation reaction. The 4-(substituted benzylidene)-2-phenyloxazol-5-ones (3) were refluxed with equimolecular quantity of aniline in dioxan in water bath for 6 hrs and urea in pyridine in an oil bath at 1500 c for 6 hrs to yield the 4-(substituted benzylidene)-1,2-diphenyl-1H-imidazol-5-ones (4) and 4-substituted benzylidene)-5-oxo-2-phenyl-4,5-dihydroimidazole-1-carboxamides (5) respectively. The yield of the synthesized imidazolones ranged from 60-72%. The structures of the synthesized compounds were characterized and confirmed by IR, 1H-NMR,13C-NMR, mass spectral data and physical analysis. The synthesized compounds were screened for their in vitro antimicrobial activity against standard pathological bacterial strains and fungal strains using disc diffusion and broth micro-dilution assays. All the compounds, exhibited a MIC values ranging between 1.6 to 204.8 μg and the MBC/MFC values ranging between 6.4 to >204.8μg for tested bacterial and fungal species. The compounds have better activity against the tested fungal species than bacteria species.