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Synthesis of carbamate derivatives of coumarin and chromene

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Abstract

Condensation of methyl (3-hydroxyphenyl)carbamate with ethyl acetoacetate and ethyl benzoylacetate at room temperature, as well as with L-2-hydroxysuccinic acid on heating, in the presence of concentrated sulfuric acid gave the corresponding methyl (4-R-2-oxo-2H-chromen-7-yl)carbamates (R = Me, Ph, H). Condensation of methyl (3-hydroxyphenyl)carbamate with benzylidenemalononitrile or with aromatic aldehydes and malononitrile on heating in propan-2-ol in the presence of piperidine led to the formation of the corresponding methyl (4-aryl-2-amino-3-cyano-4H-chromen-7-yl)carbamates.

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Authors and Affiliations

  1. Astrakhan State University, ul. Tatishcheva 20a, Astrakhan, 414056, Russia

    A. V. Velikorodov & N. M. Imasheva

Authors
  1. A. V. Velikorodov
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  2. N. M. Imasheva
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Correspondence to A. V. Velikorodov.

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Original Russian Text © A.V. Velikorodov, N.M. Imasheva, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 9, pp. 1389–1392.

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Velikorodov, A.V., Imasheva, N.M. Synthesis of carbamate derivatives of coumarin and chromene. Russ J Org Chem 44, 1374–1377 (2008). https://doi.org/10.1134/S1070428008090212

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  • DOI: https://doi.org/10.1134/S1070428008090212

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