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Highly efficient solvent-free synthesis of pyranopyrazoles by a Brønsted-acidic ionic liquid as a green and reusable catalyst

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Abstract

A simple, green and efficient protocol for synthesis of dihydropyrano[2,3-c]pyrazole derivatives is developed by a four component reaction of various benzaldehydes, ethyl acetoacetate, hydrazine hydrate and malononitrile in the presence of 3-methyl-1-(4-sulphonic acid)butylimidazolium hydrogen sulphate [(CH2)4SO3HMIM][HSO4], an acidic ionic liquid and as a catalyst, under solvent-free conditions. The key advantages of this process are high yields, shorter reaction times, easy work-up, purification of products by non-chromatographic method and the reusability of the catalyst.

A simple and efficient protocol for synthesis of dihydropyrano[2,3-c]pyrazole derivatives is developed by using [(CH2)4SO3HMIM][HSO4], as a catalyst.

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Authors and Affiliations

  1. Young Researchers Club, Islamic Azad University, Mashhad Branch, P.O. Box 9187147578, Mashhad, Iran

    JAVAD EBRAHIMI

  2. Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, P.O. Box 91775, Mashhad, Iran

    ALI MOHAMMADI

  3. Department of Chemistry, Islamic Azad University, Mashhad Branch, P.O. Box 9187147578, Mashhad, Iran

    VAHID PAKJOO, EHSAN BAHRAMZADE & AMIR HABIBI

Authors
  1. JAVAD EBRAHIMI
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  2. ALI MOHAMMADI
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  3. VAHID PAKJOO
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  4. EHSAN BAHRAMZADE
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  5. AMIR HABIBI
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Correspondence to JAVAD EBRAHIMI or ALI MOHAMMADI.

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EBRAHIMI, J., MOHAMMADI, A., PAKJOO, V. et al. Highly efficient solvent-free synthesis of pyranopyrazoles by a Brønsted-acidic ionic liquid as a green and reusable catalyst. J Chem Sci 124, 1013–1017 (2012). https://doi.org/10.1007/s12039-012-0310-9

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  • DOI: https://doi.org/10.1007/s12039-012-0310-9

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