Synthesis and Biological Activities of Phenylsulfonyl Amino Alkan Amides

Synthesis and Biological Activities of Phenylsulfonyl Amino Alkan Amides

Abstract

Palladium catalysed synthesis substituted 2-[acetyl(phenylsulphonyl)amino]-3-methylbutanamide (176) is reported. The intermediate 2-[acetyl(phenylsulphonyl)amino]-3-methybutanamide (175) was obtained by the reaction between 2-[acetyl (phenylsulphonyl)amino]-3-methybutanoic acid chloride (175) and ammonia. Substituted 2-[acetyl (phenylsulphonyl)amino]-3-methylbutanamides (176a-f) were obtained by coupling 2-[acetyl (phenylsulphonyl)amino]-3-methylbutanamide (175) with various readily available substituted aryl halides via a Buchwald-Hartwig-type cross coupling protocol. Structures of the synthesized compounds were confirmed using Fourier transform infrared (FT-IR), as well as proton and carbon-13 Nuclear Magnetic Resonance (1HNMR and 13CNMR). The antimicrobial properties of the synthesized sulphonamides were determined on Bacillus subtilis, Salmonella typhi, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia, Candida albican and Aspergillus niger using agar diffusion technique. The antimicrobial activities against some pathogenic microorganism have been reported in this work. Results showed significant improvement in antimicrobial activities compared with tetracycline and fluconazole used as reference drugs.

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