A series of novel heterocyclic compounds containing N-acetyl isatin moiety were synthesized. Herein, reaction of Nacetyl isatin with water in the presence of a catalytic amount of glacial acetic acid, via a ring opening route, yielded 2-(2acetamidophenyl)-2-oxoacetic acid, which acts as an adjustable precursor with different heteroaryl amines such as aniline, 2amino pyridine, 5-amino-1,3,4-thiadiazole-2-thiol and phenylhydrazeine for the preparation of different Schiff bases. Furthermore, acetamide derivatives were prepared via the ring opening path of N-acetyl isatin, by their interaction with 2aminomethylpyridine, aniline, and hydrazine hydrate. All the prepared samples were confirmed by their spectral data such as FT-IR, 1 H-NMR, 13 C-NMR, Mass spectrometry, and elemental analysis. Furthermore, all the obtained compounds were evaluated as antibacterial agents against E. coli and S. aureus strains. The minimum inhibitory concentrations (MIC) and minimum bactericidal concentrations were 0.5-1.8 mlgm-1. The results were promising where the colorimetric INT-formazon proved that the novel synthesized compounds 2d, 3a, 3c and 2b possess potent antibacterial activity against the tested E. coli strain and Staphylococcus aureus (MRSA).
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