ABSTRACT: 1, 5-Benzothazepinyl chromones were synthesized starting from 2, 4-diacyl phenol. The 2, 4-diacyl phenol was condensed with aryl aldehydes to obtain bis-chalcones1a-d. The bis-chalcones on cyclocondensation with equimolar amount of 2-aminothiophenol gave 1, 5-benzothiazepinyl chalcones2a-d. The chalcones on oxidative cyclisation in DMSO - I2 yielded the titled compounds3a-d. The microbial evaluation of the representative 1, 5-benzothiazepinyl chromones has also been performed.