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Acetals of lactams and acid amides. 53. Eamidines in the synthesis of pyridine and pyrimidine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of α-cyano-Β-aminocrotonic ester with DMFA diethylacetal gives 1-ethoxycarbonyl-1-cyano-2-(N-dimethylaminomethylene)-amino-4-dimethylaminobutadiene, the reaction of which with ammonium acetate and amines leads to 4-methylenepyrimidine derivatives. Condensation of α-cyano-Β-aminocrotonic ester with dimethylacetamide dieethylacetal gave 2-(ethoxycarbonylcyano)methylene-4-dimethylamino-6-methylpyridine. It was found that in an alkaline medium, 1-benzyl-4-(ethoxycarbonylcyano) methylenepyrimidine recyclizes into 1-benzyl-3-cyano-4-amino-2-pyridone.

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Literature Cited

  1. T. V. Stezhko, N. P. Solov'eva, E. F. Kuleshova, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 2, 184 (1988).

    Google Scholar 

  2. V. G. Granik, N. B. Marchenko, E. O. Sochneva, T. F. Vlasova, A. B. Grigor'ev, M. K. Polievktov, and R. G. Glushkov, Khim. Geterotsikl. Soedin., No. 11, 1505 (1976).

    Google Scholar 

  3. V. G. Granik, N. B. Marchenko, E. O. Sochneva, R. G. Glushkov, T. F. Vlasova, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin. No. 6, 805 (1976).

    Google Scholar 

  4. J. Shvo and H. J. Shanan-Atidi, J. Am. Chem. Soc., 91, 6683 (1969).

    Google Scholar 

  5. J. Shvo and H. J. Shanan-Atidi, J. Am. Chem. Soc., 91, 6689 (1969).

    Google Scholar 

  6. N. P. Kostyuchenko, V. G. Granik, A. M. Zhidkova, R. G. Glushkov, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 9, 1212 (1974).

    Google Scholar 

  7. V. G. Granik, A. M. Zhidkova, and R. A. Dubinskii, Khim. Geterostikl. Soedin., No. 4, 518 (1982).

    Google Scholar 

  8. V. G. Granik, A. B. Grigor'ev, and M. K. Polievktov, Khim. Geterotsikl. Soedin., No. 11, 1523 (1977).

    Google Scholar 

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Authors and Affiliations

  1. Ordzhonikidze All-Union Scientific Research Chemical Pharmaceutical Institute, 119021, Moscow

    E. N. Dozorova, N. P. Solov'eva & V. G. Granik

Authors
  1. E. N. Dozorova
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  2. N. P. Solov'eva
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  3. V. G. Granik
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Additional information

For Communication 52, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1109–1114, August, 1988.

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Dozorova, E.N., Solov'eva, N.P. & Granik, V.G. Acetals of lactams and acid amides. 53. Eamidines in the synthesis of pyridine and pyrimidine. Chem Heterocycl Compd 24, 914–919 (1988). https://doi.org/10.1007/BF00479349

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  • DOI: https://doi.org/10.1007/BF00479349

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