Synthesis and screening of in vitro antibacterial and enzyme inhibitory activity of N,N-disubstituted 4-chlorobenzenesulfonamides

Sulfonamide, pharmacologically important class of compounds, is of significant interest for scientists due to increased resistance in microbes against the existing drug constituents. So the aim of following research work was to synthesize new more effective series of compounds. A facile and environmentally benign series of N -(substituted phenyl)-4-chlorobenzenesulfonamides, 3a-e, were synthesized by gearing up substituted aniline, 2a-e, with 4-chlorobenzenesulfonyl chloride (1) in basic aqueous media under dynamic pH control, 9-10. All these sulfonamides were treated with alkyl/aralkyl halides, 4-6 as electrophiles, in presence of NaH and DMF as aprotic solvent to yield N-(substituted phenyl)-N -alkyl/aralkyl-4-chlorobenzenesulfonamides, 7a-e to 9a-e. Spectroscopic analysis IR, ¹H-NMR and EIMS helped to corroborate the structure of all the derivatives. All the compounds were then analyzed for antibacterial analysis and enzyme inhibition potential. Most of the derivatives were found to exhibit great biological potential.