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Reaction of 5,6-diamino-1,3-dimethyluracil with chalcones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2,4-Diary1-7,9-dimethyl-6,8-dioxo-2,3-dihydropyrimidino[5,6-b]-1,5-oxazepines are formed instead of the expected dihydrodiazepine derivatives in the reaction of chalcones with 5,6-diamino-1,3-dimethyluracil (I) in the presence of acetic acid. The reaction of 4-dimethylaminochalcone with diamine I leads to 8-(4′-dimethylaminophenyl)theophylline. A uracilyldihydrodiazepine derivative is formed only in the reaction of 2,6-di(4-anisylidene)cyclohexanone with diamine I. The structures of the synthesized compounds were confirmed by the results of elementary analysis and the IR, UV, PMR, and mass spectra.

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Authors and Affiliations

  1. A. M. Gor'kii Kharkov State University, 310077, Kharkov

    V. D. Orlov, I. Z. Papiashvili & P. A. Grigorov

Authors
  1. V. D. Orlov
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  2. I. Z. Papiashvili
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  3. P. A. Grigorov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 671–676, May, 1983.

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Orlov, V.D., Papiashvili, I.Z. & Grigorov, P.A. Reaction of 5,6-diamino-1,3-dimethyluracil with chalcones. Chem Heterocycl Compd 19, 544–549 (1983). https://doi.org/10.1007/BF00514467

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  • DOI: https://doi.org/10.1007/BF00514467

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