A new series of 2,4-thiazolidinedione based derivatives have been synthesized by the condensation of 2-amino-4-aryl thiazole and 4’-chlorosulphonyl benzylidine-2,4-thiazolidinedione. The novel compounds structure has been established on the basis of their substituted N-chloro aryl acetamide derivatives. All the compounds were characterized by elemental analysis, FT-IR, and 1H-NMR spectroscopy. These new compounds were evaluated for their In vitro antibacterial activity against Staphylococcus Aureus, Bacillus Subtilis, Escherichia Coli, and Pseudomonas Aeruginosa.