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Chemical behavior of 5-alkoxy-2-alkylthiophenes under the conditions of the vilsmeier reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Dealkylation of the methoxy group and formation of N-substituted 5-alkyl-3-aminomethylene-4-thiolen-2-ones occur during the action of substituted formamides and phosphorus oxychloride on 5-methoxy-2-alkylthiophenes on heating at 50–70 deg C. At 20 deg the major reaction products are 5-alkyl-2-methoxy-3-formylthiophenes.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    Ya. L. Gol'dfarb & M. A. Kalik

Authors
  1. Ya. L. Gol'dfarb
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  2. M. A. Kalik
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 171–177, February, 1971.

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Gol'dfarb, Y.L., Kalik, M.A. Chemical behavior of 5-alkoxy-2-alkylthiophenes under the conditions of the vilsmeier reaction. Chem Heterocycl Compd 7, 155–161 (1971). https://doi.org/10.1007/BF00473074

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  • DOI: https://doi.org/10.1007/BF00473074

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