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Highly polarized enamines. 2. Unusual transformation of α,α-diamino-β-cyano-β-nitroethylene derivatives into 4,6-bisdimethylamino-5-nitropyrimidine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

An unusual transformation has been discovered for α-bis(dimethylaminomethyleneamino)-β-cyano-β-nitroenamines under the action of various nucleophilic reagents into 4,6-bisdimethylamino-5-nitropyrimidine, the structure of which was confirmed by various physicochemical methods, including x-ray structural analysis. A possible mechanism for this conversion is proposed.

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References

  1. V. A. Makarov, A. L. Sedov, O. S. Anisimova, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 6, 811 (1996).

    Google Scholar 

  2. N. P. Solov'eva, V. A. Makarov, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 1, 89 (1997).

    Google Scholar 

  3. J. Clark, I. Gelling, I. W. Southon, and M. S. Morton, J. Chem. Soc. C, No. 3, 498 (1970).

    Google Scholar 

  4. F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., perkin Trans. 2, No. 1, 1 (1987).

    Google Scholar 

  5. G. Simchen, H. Hoffmann, and H. Bredereck, Chem. Ber.,101, 5 (1968).

    Google Scholar 

  6. J. Clark, I. Gelling, and G. Neath, J. Chem. Soc., Chem. Commun.,17, 859 (1967).

    Google Scholar 

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Additional information

For communication 3, see [2].

Center for Drug Chemistry, All-Russian Chemical and Pharmaceutical Research Institute (TsKhLS-VNIKhFI), Moscow 119815. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 343–347, March, 1997.

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Makarov, V.A., Tafeenko, V.A. & Granik, V.G. Highly polarized enamines. 2. Unusual transformation of α,α-diamino-β-cyano-β-nitroethylene derivatives into 4,6-bisdimethylamino-5-nitropyrimidine. Chem Heterocycl Compd 33, 288–292 (1997). https://doi.org/10.1007/BF02253108

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  • DOI: https://doi.org/10.1007/BF02253108

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