Synthesis of some new N-substituted-N-(2,3-Dihydro-[1,4]benzodioxin-6-yl)-4-acetamidobenzenesulfonamides as valuable antibacterial agents

• Published in: Russian Journal of Bioorganic Chemistry
• Main Author: Abbasi M.A.; Tariq S.; Aziz-Ur-Rehman; Siddiqui S.Z.; Ahmad I.; Malik R.; Shah S.A.A.
• Format: Article
• Language: English
• Published: Maik Nauka Publishing / Springer SBM 2016
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84962661129&doi=10.1134%2fS1068162016020023&partnerID=40&md5=8ab8cc3608add5d20c00620062595fce

The aim of the research was to investigate the anti-bacterial potential of some N-substituted sulfonamides bearing benzodioxane moiety. The synthesis was started by reaction of N-2,3-dihydrobenzo[1,4]dioxin-6-amine with 4-acetamidobenzene-1-sulfonyl chloride in the presence of 10% aqueous Na2CO3 solution to yield N-(2,3-dihydrobenzo[1,4]-dioxin-6-yl)-4-acetamidobenzenesulfonamide, which was further reacted with alkyl/aralkyl halides in DMF and lithium hydride as a base to afford N-substituted-N-(2,3dihydro-[1,4]-benzodioxin-6-yl)-4-acetamidobenzenesulfonamides. All the synthesized compounds were characterized by spectral data (IR, 1H NMR, EI-MS, and HR-MS). The compounds were tested for antibacterial activity and most of them exhibited potent therapeutic potential against various Gram-negative and Gram-positive strains. © 2016 Pleiades Publishing, Ltd.