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Pyran, its analogs, and related compounds

XXXIX. Reaction of primary amines with the tert-butyl ester and tert-butyl amide of chromone-2-carboxylic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The effect of amines (benzylamine, N,N-dimethylethylenediamine, and ethylenediamine) on the tert-butyl ester (I) and tert-butyl amide (II) of chromone-2-carboxylic acid was studied. In contrast to the sterically unhindered derivatives of chromone-2-carboxylic acid, I and II do not undergo amidation or transamidation by reaction with the amines but are converted directly to pyran-ring-opening products. In the case of ethylenediamine, further intramolecular cyclization also occurs to form 5-(o-hydroxyphenyl)-7-carboxy-1,4-diaza-4,6-cycloheptadiene derivatives (VII and IX).

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Literature cited

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Authors and Affiliations

  1. Institute of Pharmacology, Academy of Medical Sciences of the USSR, Moscow

    V. A. Zagorevskii, I. D. Tsvetkova, é. K. Orlova & D. A. Zykov

Authors
  1. V. A. Zagorevskii
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  2. I. D. Tsvetkova
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  3. é. K. Orlova
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  4. D. A. Zykov
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Additional information

See [6] for communication XXXVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 17–21, January, 1971.

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Zagorevskii, V.A., Tsvetkova, I.D., Orlova, é.K. et al. Pyran, its analogs, and related compounds. Chem Heterocycl Compd 7, 14–18 (1971). https://doi.org/10.1007/BF00477936

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  • DOI: https://doi.org/10.1007/BF00477936

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