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H3PO4 catalyzed one-pot synthesis of 1,3-diphenyl-1H-pyrazole-4-carbaldehyde to novel 1,3-diphenyl-1H-pyrazole-4-carbonitrile

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Abstract

One-pot condensation of pyrazole-4-aldehydes and hydroxylamine hydrochloride to form the corresponding oxime using formic acid as a medium and further dehydration of oxime using a catalytic amount of orthophosphoric acid to afford novel pyrazole-4-carbonitrile. This protocol serves as an ortho-phosphoric acid-catalyzed one-pot conversion of aldehyde to nitrile. Most remarkable features of this method are metal-free, cost-effective, atom efficiency with excellent yield (98–99%). This process will serve as a robust and scalable tool for the synthesis of valuable and versatile precursor (nitriles). This precursor will pave the way for the synthesis of various medicinally important valuable compounds.

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H3PO4 catalysed transformation of aldehydes to nitriles

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Acknowledgements

The authors are thankful to the Head, Maulana Azad College research Centre, Aurangabad, Maharashtra, India for providing necessary paraphernalia to this research work.

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Authors and Affiliations

  1. Department of Chemistry, Maulana Azad College, Aurangabad, 431 004, India

    Tukaram S Choudhare & Prashant D Netankar

  2. Department of Chemistry, Vivekanand Arts, Sardar Dalipsingh Commerce and Science College, Auranagbad, 43002, India

    Devendra S Wagare

  3. School of Materials Science and Engineering, University of New South Wales, Sydney, New South Wales, 2052, Australia

    Sagar E Shirsath

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  1. Tukaram S Choudhare
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  2. Devendra S Wagare
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  3. Sagar E Shirsath
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  4. Prashant D Netankar
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Correspondence to Prashant D Netankar.

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Choudhare, T.S., Wagare, D.S., Shirsath, S.E. et al. H3PO4 catalyzed one-pot synthesis of 1,3-diphenyl-1H-pyrazole-4-carbaldehyde to novel 1,3-diphenyl-1H-pyrazole-4-carbonitrile. J Chem Sci 133, 69 (2021). https://doi.org/10.1007/s12039-021-01939-w

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  • DOI: https://doi.org/10.1007/s12039-021-01939-w

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