A series of benzosuberone coupled piperazin‐1‐yl thiazolidin‐4‐one derivatives 6a‐j were synthesized from 3‐(2‐[9‐chloro‐2,3‐dimethyl‐6,7‐dihydro‐5H‐benzo[7]annulen‐8‐yl]‐4‐oxothiazolidin‐3‐yl)propanoic acid (4) and substituted piperazines/secondary amines 5a‐j using 1‐hydroxy benzotriazole, 1‐ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide hydrochloride and triethyl amine in good yields and their structures were characterized by 1H NMR, 13C NMR, IR, and Mass spectra. The newly synthesized compounds were evaluated for their antimicrobial activity against bacterial strains and a fungal strain. Compounds 6f and 6g were indicated promising and broad spectrum antibacterial activity.