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A series of 2-(2-arylamino-4-phenylthiazol-5-yl)benzofurans derivatives were synthesized from 1-aryl-3-(N-phenylbenzimidoyl)thiourea and 2-(2-bromoacetyl)benzofuran in the presence of triethylamine. Their structure was established on the basis of IR, 1H NMR and mass spectral analyses. The entire newly synthesized compound was screened for their antioxidant and antibacterial potential. All the compounds showed low to moderate activity against the microorganisms tested.