A Facile Synthesis of Biologically Significant 2-(1,3-benzothiazol-2-ylimino)-1,3-thiazolidin-4-one / 3-(1,3-benzothiazol-2-yl)-2-thioxoimidazolidin-4-one Analogues from 1-(1,3-benzothiazol-2-yl)thiourea and their Alpha-hydroxylamine Derivatives

In the present study, a series of 2-(2-{2-(Benzothiazol-2-ylimino)-5-[3-(4-substituted-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-4-oxo-thiazolidin-3-yl}-ethoxy)-isoindole-1,3-dione (6a-d) and 2-{2-[1-Benzothiazol-2-yl-4-(1H-indol-3-ylmethylene)-5-oxo-4,5-dihydro-1H-imidazol-2-ylsulfanyl]-ethoxy}-isoindole-1,3-dione (9) have been designed and synthesized starting from 2-amino-benzothiazole using appropriate synthetic routes. Structures of all the newly constructed compounds were corroborated by the elemental, spectral data (FT-IR, NMR, & Mass) and chemical tests. These compounds were subjected to their in-vitro antibacterial, antifungal activity against a panel of pathogenic strains of bacteria and fungi. Some of the compounds were found to be equipotent or more potent than the reference antibiotics.