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.
Similar content being viewed by others
Literature cited
V. M. Cherkasov, G. Ya. Remennikov, and A. A. Kisilenko, Khim. Geterotsikl. Soedin., No. 5, 691 (1982).
O. A. Reutov, I. P. Beletskaya, and K. P. Butin, CH Acids [in Russian], Nauka, Moscow (1980), p. 245.
D. Allan and J. London, J. Chem. Soc., No. 4, 821 (1949).
P. Barczynski and H. C. van der Plas, Rec. Trav. Chim., 97, 256 (1978).
J. J. Fox, T. L. Su, L. M. Stempel, and K. A. Watanabe, J. Org. Chem., 47, 1081 (1982).
G. A. Artamkina, M. P. Egorov, I. P. Beletskaya, and O. A. Reutov, Dokl. Akad. Nauk SSSR, 242, 846 (1978).
M. Kimura, M. Kawata, M. Nakadata, N. Obi, and M. Kawazoe, Chem. Pharm. Bull (Tokyo), 16, 634 (1968).
M. Kimura, M. Kawata, and M. Nakadate, Chem. Ind., No. 51, 2065 (1965).
V. M. Cherkasov, G. Ya. Remennikov, and E. A. Romanenko, Khim. Geterotsikl. Soedin., No. 6, 823 (1981).
D. J. Brown and R. V. Foster, Aus. J. Chem., 19, 2321 (1966).
M. P. L. Caton and J. F. W. McOmie, J. Chem. Soc., C, No. 7, 836 (1968).
E. C. Taylor and A. L. Borror, J. Org. Chem., 26, 4967 (1961).
Author information
Authors and Affiliations
Additional information
See [1] for communication 5.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1393–1397, October, 1983.
Rights and permissions
About this article
Cite this article
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
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00505768