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An efficient and convenient synthesis of N-substituted amides under heterogeneous condition using Al(HSO4)3 via Ritter reaction

Abstract

An efficient and inexpensive synthesis of N-substituted amides from the reaction of aliphatic and aromatic nitriles with various benzylic alcohols (secondary and tertiary) and tert-butyl alcohol by refluxing nitromethane via the Ritter reaction catalyzed by aluminum hydrogen sulfate [Al(HSO4)3] is described. The catalyst which is an air-stable, cost-effective solid acid could be readily recycled by filtration and reused four times without any significant loss of its activity.

An efficient and inexpensive synthesis of N-substituted amides by refluxing nitromethane via the Ritter reaction catalyzed by aluminum hydrogen sulfate [Al(HSO4)3] is described. The catalyst which is an air-stable, cost-effective solid acid could be readily recycled by filtration and reused four times without any significant loss of its activity.

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Scheme 1
Scheme 2

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Acknowledgements

The authors gratefully acknowledge the partial support of this study by Ferdowsi University of Mashhad Research Council (Grant no. p/ 3/33741).

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Correspondence to BATOOL AKHLAGHINIA.

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Supplementary Information is available at www.ias.ac.in/chemsci.

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KARIMIAN, E., AKHLAGHINIA, B. & E GHODSINIA, S.S. An efficient and convenient synthesis of N-substituted amides under heterogeneous condition using Al(HSO4)3 via Ritter reaction. J Chem Sci 128, 429–439 (2016). https://doi.org/10.1007/s12039-016-1036-x

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  • DOI: https://doi.org/10.1007/s12039-016-1036-x

Keywords

  • Aluminum hydrogen sulfate [Al(HSO4)3]
  • Ritter reaction
  • N-substituted amides
  • heterogeneous catalyst
  • nitriles
  • alcohols.