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Ionic Liquid Catalyzed 4,6-Disubstituted-3-Cyano-2-Pyridone Synthesis Under Solvent-Free Conditions

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Abstract

A green protocol for the synthesis of 4,6-disubstituted-3-cyano-2-pyridones from cyanoacetamides and 1,3-dicarbonyl compounds or chalcones using guanidine based ionic liquid as catalyst has been developed. In solvent-free conditions at 30 °C, [TMG][Lac] (1,1,3,3-tetramethylguanidine lactate) was found to have the highest catalytic activity among the ionic liquids including [TMG][Ac] (1,1,3,3-tetramethylguanidine acetate), [TMG][Pr] (1,1,3,3-tetramethylguanidine propionate), [TMG][n-Bu] (1,1,3,3-tetramethylguanidine n-butyrate) and [TMG][TFA] (1,1,3,3-tetramethylguanidine trifluoroacetate). The catalyst was recovered and recycled several times without significant loss of catalytic activity.

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Acknowledgment

The financial support from UGC (SAP), Govt. of India, is acknowledged by the author Sunil S. Chavan.

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Authors and Affiliations

  1. Department of Pharmaceutical Sciences & Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai, 400 019, India

    Sunil S. Chavan & Mariam S. Degani

Authors
  1. Sunil S. Chavan
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  2. Mariam S. Degani
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Correspondence to Mariam S. Degani.

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Chavan, S.S., Degani, M.S. Ionic Liquid Catalyzed 4,6-Disubstituted-3-Cyano-2-Pyridone Synthesis Under Solvent-Free Conditions. Catal Lett 141, 1693–1697 (2011). https://doi.org/10.1007/s10562-011-0700-5

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  • DOI: https://doi.org/10.1007/s10562-011-0700-5

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