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Sigma complexes in the pyrimidine series. 6. Reaction of 5-nitro-2-methoxy- and 5-nitro-4,6-dimethoxypyrimidines with the acetylacetone carbanion

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Depending on the reaction conditions, the reaction of 5-nitro-2-methoxy- and 5-nitro-4,6-dimethoxypyrimidines with the acetylacetone carbanion gives potassium salts of 5-nitrodiacetylmethylenepyrimidines or, as a result of recyclization of the pyrimidine ring, 5-nitro-2-hydroxyacetophenone.

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Literature cited

  1. V. M. Cherkasov, G. Ya. Remennikov, and A. A. Kisilenko, Khim. Geterotsikl. Soedin., No. 5, 691 (1982).

    Google Scholar 

  2. O. A. Reutov, I. P. Beletskaya, and K. P. Butin, CH Acids [in Russian], Nauka, Moscow (1980), p. 245.

    Google Scholar 

  3. D. Allan and J. London, J. Chem. Soc., No. 4, 821 (1949).

    Google Scholar 

  4. P. Barczynski and H. C. van der Plas, Rec. Trav. Chim., 97, 256 (1978).

    Google Scholar 

  5. J. J. Fox, T. L. Su, L. M. Stempel, and K. A. Watanabe, J. Org. Chem., 47, 1081 (1982).

    Google Scholar 

  6. G. A. Artamkina, M. P. Egorov, I. P. Beletskaya, and O. A. Reutov, Dokl. Akad. Nauk SSSR, 242, 846 (1978).

    Google Scholar 

  7. M. Kimura, M. Kawata, M. Nakadata, N. Obi, and M. Kawazoe, Chem. Pharm. Bull (Tokyo), 16, 634 (1968).

    Google Scholar 

  8. M. Kimura, M. Kawata, and M. Nakadate, Chem. Ind., No. 51, 2065 (1965).

    Google Scholar 

  9. V. M. Cherkasov, G. Ya. Remennikov, and E. A. Romanenko, Khim. Geterotsikl. Soedin., No. 6, 823 (1981).

    Google Scholar 

  10. D. J. Brown and R. V. Foster, Aus. J. Chem., 19, 2321 (1966).

    Google Scholar 

  11. M. P. L. Caton and J. F. W. McOmie, J. Chem. Soc., C, No. 7, 836 (1968).

    Google Scholar 

  12. E. C. Taylor and A. L. Borror, J. Org. Chem., 26, 4967 (1961).

    Google Scholar 

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See [1] for communication 5.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1393–1397, October, 1983.

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Remennikov, G.Y., Kisilenko, A.A. & Cherkasov, V.M. Sigma complexes in the pyrimidine series. 6. Reaction of 5-nitro-2-methoxy- and 5-nitro-4,6-dimethoxypyrimidines with the acetylacetone carbanion. Chem Heterocycl Compd 19, 1109–1113 (1983). https://doi.org/10.1007/BF00505768

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  • DOI: https://doi.org/10.1007/BF00505768

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