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Reaction of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones with cyanoamino compounds

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Aroylketenes have been generated by thermolysis of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones. They take part in a 1,4-cycloaddition reaction at the C≡N bond of N-aryl or N,N-dialkyl-N-cyanoamines and of N'-phenyl-N-cyanoguanidine to form the corresponding 2-N-aryl-amino, 2-N,N-dialkylamino, and 2-N-phenylguanidino-6-aryl-1,3-oxazin-4-ones. p-Aminobenzonitrile and cyanoacetamide are acylated by aroylketenes to form the p-cyanophenylamide of p-toluylacetic acid and the cyano-acetamide of benzoylacetic acid.

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Authors and Affiliations

  1. Perm State Pharmaceutical Institute, 614600, Perm

    Yu. S. Andreichikov, D. D. Nekrasov, M. A. Rudenko & O. V. Vinokurova

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  1. Yu. S. Andreichikov
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  2. D. D. Nekrasov
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  3. M. A. Rudenko
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  4. O. V. Vinokurova
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1265–1268, September, 1989.

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Andreichikov, Y.S., Nekrasov, D.D., Rudenko, M.A. et al. Reaction of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones with cyanoamino compounds. Chem Heterocycl Compd 25, 1059–1061 (1989). https://doi.org/10.1007/BF00487311

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  • DOI: https://doi.org/10.1007/BF00487311

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