Synthesis, characterization and in vitro biological screening of 4-hydroxy naphthalen-1-yl, naphtho[1,2-b]furan, benzo[h]chromene and 5,6-dihydropyridazine derivatives containing sulfonamide moiety


  • Mohamed S. A. El-Gaby Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut
  • Mohamed I. Hassan Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut
  • Modather F. Hussein Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut
  • Ahmed M. Ali Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut
  • Mahmoud M. Elaasser Regional Center for Mycology & Biotechnology, Al-Azhar University, Cairo
  • Faraghally A. Faraghally Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut



In this study, a series of 4-((4-hydroxynaphthalen-1-yl)diazenyl)benzenesulfonamides have been prepared by subsequent diazotization of sulfonamide derivatives and coupling with 1-naphthol in alkaline medium. Cyclization of 4-((4-hydroxynaphthalen-1-yl)diazenyl)benzenesulfonamides with cinnamic acid in the presence of a basic catalyst afforded the novel naphtho[1,2-b]furans. Also, 4-((4-hydroxynaphthalen-1-yl)diazenyl)benzenesulfonamides can be cyclized with α‐cyanocinnamonitriles to afford 2-amino-3-cyano-4-phenyl-4H-benzo[h]chromenes. 4-(4-amino-3,5- dicyano-6-iminopyridazin-1(6H)-yl)benzenesulfonamides were obtained at room temperature by treatment of 2-amino-1,1,3-tricyanopropene with a diazonium salt of sulfonamide derivatives. The structures of newly synthesized compounds were confirmed by analytical data and spectroscopic techniques. The antimicrobial activity of the obtained compounds was assessed in vitro by qualitative and quantitative (minimum inhibitory concentration) (MIC) assays.


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Organic Chemistry