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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/132/0086

    • Keywords

       

      Aza-aurone; nitrilimine; spiropyrazoline; pyrazole; amide; sulfonamide

    • Abstract

       

      In this work, we report the synthesis of new pyrazole derivatives bearing amide and sulfonamide frameworks from aza-aurones. Firstly, the intermediate spiropyrazolines were obtained through a highly regioselective 1,3-dipolar cycloaddition of nitrilimines with aza-aurones. Subsequently, the obtainedcycloadducts were subjected to hydrochloric acid in hot ethanol which conducts to 5-(2-aminobenzoyl)-3,4-diaryl-1-phenylpyrazoles. Finally, the target compounds were obtained separately by the action of acetic anhydride, benzoyl chloride and tosyl chloride on the intermediates 2-aminobenzoylpyrazoles, respectively.Structures of all the synthesized compounds were established using IR, 1H NMR and 13C NMR and mass spectroscopy.

    • Author Affiliations

       

      MOHAMMED CHALKHA1 MOHAMED BAKHOUCH1 2 MOHAMED AKHAZZANE1 3 MOHAMED BOURASS4 YOHANN NICOLAS4 GHALI AL HOUARI1 MOHAMED EL YAZIDI1

      1. Engineering Laboratory of Organometallic and Molecular Materials and Environment, Faculty of Sciences Dhar EL Mahraz, University Sidi Mohamed Ben Abdellah, P.O. Box 1796 (Atlas), 30000 Fes, Morocco
      2. Department of Chemistry, Faculty of Sciences, Chouaı¨b Doukkali University, P.O. Box 20, 24000 El Jadida, Morocco
      3. Universite´ Sidi Mohamed Ben Abdellah, Cite´ de l’innovation, Fes, Morocco
      4. Institut des Sciences Mole´culaires, UMR-CNRS 5255, Universite´ of Bordeaux, 351 cours de la Libe´ration, 33405 Talence Cedex, France
    • Dates

       
  • Journal of Chemical Sciences | News

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