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Reactions of 5,6-diamino-1,3-dimethyluracil with halogen derivatives of chalcones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 5,6-diamino-1,3-dimethyluracil with 1,3-diaryl-2,3-dibromopropan-1-ones gave β-(5-amino-6-imino-1,3-dimethyluracil)chalcones, and conditions for their cyclocondensation to pyrimidinodiazepines were found. For substantiation of the reaction mechanism, the reaction of the diamine with other halogen derivatives of chalcones was studied. The IR, UV, and mass spectra of the synthesized compounds and their condensation products are discussed.

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References

  1. T. Do Minh and A. M. Trozzolo, J. Am. Chem. Soc., 94, 4046 (1972).

    Google Scholar 

  2. A. Padwa, L. Gehlein, and R. B. Kinnel, J. Org. Chem., 40, 1683 (1972).

    Google Scholar 

  3. L. A. Mushkalo and V. A. Chuiguk, Ukr. Khim. Zh., 35, 740 (1965).

    Google Scholar 

  4. V. D. Orlov, N. P. Vorob'eva, N. N. Demenkova, V. S. Chesnovskii, and F. G. Yaremenko, Khim. Geterotsikl. Soedin., No. 3, 328 (1988).

    Google Scholar 

  5. K. Senga, J. Sato, K. Shumizu, and S. Nishigaki, Heterocycles, 6, 1919 (1977).

    Google Scholar 

  6. V. D. Orlov, I. Z. Papiashvili, and P. A. Grigorov, Khim. Geterotsikl. Soedin., No. 5, 671 (1983).

    Google Scholar 

  7. D. J. Brown, R. F. Evans, and F. I. Batterham, The Pyrimidines, Supplement I, Wiley Interscience, New York (1970), p. 106.

    Google Scholar 

  8. St. Wawzonek, J. Org. Chem., 46, 316(1976).

    Google Scholar 

  9. F. Weber and Ch. Bandlow, Z. Chem., 13, 467 (1973).

    Google Scholar 

  10. S. Mineo, H. Oqura, and K. Nakagawa, Chem. Pharm. Bull., 28, 2835 (1980).

    Google Scholar 

  11. M. Sakaguchi, Y. Miyata, H. Oquara, K. Gonda, S. Koga, and T. Okamoto, Chem. Pharm. Bull., 27, 1094 (1979).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 947–954, July, 1992.

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Orlov, V.D., Kolos, N.N., Tuéni, M. et al. Reactions of 5,6-diamino-1,3-dimethyluracil with halogen derivatives of chalcones. Chem Heterocycl Compd 28, 788–794 (1992). https://doi.org/10.1007/BF00474494

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  • DOI: https://doi.org/10.1007/BF00474494

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