Synthesis, characterization and antimicrobial activity of benzo[<i>d</i>]isoxazo-3-yl-(N-4-oxo-2-phenylthiazolidin-3-yl)acetamide derivatives

Abstract

In the present study we have synthesized a novel series of benzo[<i>d</i>]isoxazo-3-yl-(N-4-oxo-2-phenylthiazolidin-3-yl)acetamides <b>5a-j</b> by the condensation of benzo[<i>d</i>]isoxazol-3-acetohydrazides <b>3a-b</b> with various aromatic aldehydes in the presence of catalytic amount of acetic acid followed by treating the intermediate benzo[<i>d</i>]isoxazol-3-yl acetic acid arylidine hydrazides <b>4a-j</b> with thioacetic acid in presence of anhydrous zinc chloride in DMF. The structures of the newly synthesized compounds have been well established by spectral and elemental analysis. Further, the synthesized compounds have been screened for their <i>in vitro </i> antibacterial assayagainst both gram positive and gram negative bacterial strains and the results are compared with the standard antibiotic drug Streptomycin using micro dilution method. The present study has revealed that the compounds containing −NO₂ and −F groups show enhanced antibacterial activity.