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    South African Journal of Chemistry

    versión On-line ISSN 1996-840Xversión impresa ISSN 0379-4350

    S.Afr.j.chem. (Online) vol.61  Durban  2008

     

    RESEARCH ARTICLE

     

    Synthesis of some benzimidazole-substituted benzotriazoles

     

     

    Akbar Mobinikhaledi*; Naser Foroughifar; Parvin Mohammadlu; Mehdi Kalhor

    Department of Chemistry, University of Arak, Dr. Beheshti Avenue, Arak, Iran

     

     


    ABSTRACT

    2-Alkylsubstituted benzimidazoles ( 3A-H: ) were prepared from the acid-catalyzed reaction of 4-methyl-1,2-phenylenediamine with corresponding carboxylic acids. Addition of these benzimidazoles to N-chloromethylbenzotriazole in the presence of sodium amide under reflux conditions gave the novel benzimidazole-substituted benzotriazoles ( 5A-F: ). IR and 1H NMR spectroscopy and elemental analysis were used for the identification of these compounds.

    Keywords: Phenylenediamine, benzimidazole, benzotriazole


     

     

    Full text available only in pdf format.

     

    Acknowledgement

    We thank the research committee and the Department of Chemistry of the University of Arak for providing financial support.

     

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    Received 20 April 2008
    Revised 30 September 2008
    Accepted 10 October 2008

     

     

    * To whom correspondence should be addressed. E-mail: akbar_mobini@yahoo.com