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Reductive acetylation of nitrocarboxylic acids of the thiophene and furan series or their esters

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The corresponding 4-acetylamino-2-thiophenecarboxylic acids or their esters were produced by the action of reduced iron on solutions of 4-nitro-2-thiophenecarboxylic acid, its derivatives, or their esters in a mixture of acetic acid and acetic anhydride. Esters of 5-acetylamino-2-thiophenecarboxylic or 5-acetylamino-2-furancarboxylic acids are formed from esters of 5-nitro-2-thiophenecarboxylic or 5-nitro-2-furancarboxylic acids. Free 5-nitro-2-thiophenecarboxylic and 5-nitro-2-furancarboxylic acids are entirely decomposed under the conditions of reductive acetylation by iron. The ester of 5-acetylamino-3-thiophenecarboxylic acid was obtained from the methyl ester of 5-nitro-3-thiophenecarboxylic acid.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, 117913, Moscow

    Ya. L. Gol'dfarb, V. N. Bulgakova & B. P. Fabrichnyi

Authors
  1. Ya. L. Gol'dfarb
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  2. V. N. Bulgakova
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  3. B. P. Fabrichnyi
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1626–1629, December, 1983.

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Gol'dfarb, Y.L., Bulgakova, V.N. & Fabrichnyi, B.P. Reductive acetylation of nitrocarboxylic acids of the thiophene and furan series or their esters. Chem Heterocycl Compd 19, 1283–1286 (1983). https://doi.org/10.1007/BF00842830

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  • DOI: https://doi.org/10.1007/BF00842830

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