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    South African Journal of Chemistry

    versão On-line ISSN 1996-840Xversão impressa ISSN 0379-4350

    S.Afr.j.chem. (Online) vol.65  Durban  2012

     

    RESEARCH ARTICLE

     

    The facile synthesis of N-aryl isoxazolones as DNA intercalators under solvent-free conditions using microwave irradiation

     

     

    Ali Reza Molla Ebrahimlo*

    Chemistry Department, Islamic Azad University, Khoy Branch, Khoy, Iran

     

     


    ABSTRACT

    The reaction of chloroheterocycles with some isoxazolones under microwave irradiation and under solvent-free conditions to give the corresponding mono isoxazolinyl derivatives is reported. The main advantages of this method are: (I) elimination of the nitrogen gas (N2), (II) solvent-free conditions, (III) microwave irradiation, (IV) avoiding the use of silica gel for purification of the products, and (v) higher and shorter reaction times. These compounds have potential applications as DNA intercalators.

    Keywords: Isoxazolones, N-aryl isoxazolones, solvent-free, 2-chlorobenzoxazole, 2-chlorobenzothiazole


     

     

    Full text available only in PDF format.

     

    Acknowledgement

    The author is grateful to the Islamic Azad University, Khoy branch, for its support of this work.

     

    References

    1 F. Lambien, Y.H. Kuo and R. Van Parijs, Arch. Int. Physiol. BioChim., 1976, 84, 169.         [ Links ]

    2 A.M. Foster and D.Y. Tang, U.S. Patent 4,238,413 (Chem. Abstr., 1981, 94, P156580r).         [ Links ]

    3 K.S.R. Krishna, M. Rao and Y.U. Devi, Proc. Indian Acad. Sci., Sect. A, 1976, 84, 79 (Chem. Abstr., 1977, 86, 16584e).         [ Links ]

    4 J.B. Hill, U.S. Pat. 4,053, 481 (Chem. Abstr., 1978, 88, P37783a).         [ Links ]

    5 J. Khalafy, A.R. Molla Ebrahimlo and K. Akbari Dilmaghani, J. Chin. Chem. Soc., 2004, 51, 1347.         [ Links ]

    6 J. Khalafy, A. Poursattar Marjani and A.R Molla Ebrahimlo, J. Braz. Chem. Soc., 2006, 17, 570.         [ Links ]

    7 J. Khalafy, D. Setamdideh and K. Akbari Dilmaghani, Molecules, 2002, 7, 907.         [ Links ]

    8 J. Khalafy, A.R. Ebrahimlo Molla, R. Eisavi and K. Akbari Dilmaghani, Arkivoc, 2005, xiv, 59.         [ Links ]

    9 D. Jeffery, R.H Prager, D. Turner and M. Dreimanis, Tetrahedron, 2002, 58, 9965.         [ Links ]

    10 A.R. Molla Ebrahimlo, J. Khalafy and R.H. Prager, Aust. J. Chem., 2009, 62, 126        [ Links ]

    11 D.E. Worrall, J. Am. Chem. Soc., 1923, 45, 3092.         [ Links ]

    12 D.D. Perrin and W.L.F. Armarego, Purification of Laboratory Chemicals, Pergamon Press, Oxford, U.K., 1988.         [ Links ]

    13 A. Poursattar Marjani and J. Khalafy, Turk. J. Chem., 2010, 34, 847        [ Links ]

    14 N. Tuteja, T. Pham, R. Tuteja, A. Cham and A. Falaschi, Biochem. Biophys. & Res. Commun., 1997, 236, 636.         [ Links ]

    15 M. Stiborova, C.A. Bieler, M. Wiessler and E. Frei, Biochem. Pharmacol., 2001, 62, 1675.         [ Links ]

    16 P. Ajay Babu, M. Laxmi Narasu and K. Srinivas, Arkivoc, 2007, ii, 247-265.         [ Links ]

     

     

    Received 9 December 2011
    Revised 20 February 2012
    Accepted 20 March 2012

     

     

    *E-mail: mollaebrahimilo@yahoo.com