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Improved method for synthesis of 7-amino-4-methylcoumarin

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A new variant of the synthesis of 7-amino-4-methyl-coumarin from m-aminophenol via a three-step scheme is proposed. Acylation of m-aminophenyl with methoxycarbonyl chloride gave m-(N-methoxycarbonylamino)phenol, which was converted to 7-(N-methoxycarbonyl-amino)-4-methylcoumarin by condensation with acetoacetic ester in sulfuric acid. Heating of the coumarin with concentrated alkali leads to an intermediate, which, after acidification, is converted to 7-amino-4-methylcoumarin in high yield.

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Authors and Affiliations

  1. Institute of Biological and Medicinal Chemistry, Academy of Medical Sciences of the USSR, 119832, Moscow

    V. F. Pozdnev

Authors
  1. V. F. Pozdnev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 312–314, March, 1990.

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Pozdnev, V.F. Improved method for synthesis of 7-amino-4-methylcoumarin. Chem Heterocycl Compd 26, 264–265 (1990). https://doi.org/10.1007/BF00472539

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  • DOI: https://doi.org/10.1007/BF00472539

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