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[DBU][Ac]-catalyzed mild preparation of 6-amino-4-aryl-5-cyano-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole derivatives

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Abstract

We report a new, one-pot, efficient, four-component condensation of hydrazine hydrate, ethyl acetoacetate, arylaldehydes, and malononitrile in the presence of a reusable weakly basic ionic liquid, 1,8-diazabicyclo[5.4.0]-undec-7-en-8-ium acetate, as catalyst, for synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole derivatives under solvent-free conditions at room temperature. The method has several advantages, for example good yields, short reaction times, and simple work-up procedure.

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Acknowledgments

We are grateful to the University of Sistan and Baluchestan Research Council for partial support of this research.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, PO Box 98135-674, Zahedan, Iran

    Hamid Reza Shaterian, Marziyeh Sedghipour & Ebrahim Mollashahi

Authors
  1. Hamid Reza Shaterian
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  2. Marziyeh Sedghipour
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  3. Ebrahim Mollashahi
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Correspondence to Hamid Reza Shaterian.

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Shaterian, H.R., Sedghipour, M. & Mollashahi, E. [DBU][Ac]-catalyzed mild preparation of 6-amino-4-aryl-5-cyano-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole derivatives. Res Chem Intermed 40, 2721–2728 (2014). https://doi.org/10.1007/s11164-013-1124-1

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