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Acetals of lactams and acid amides

XVII. Reaction of amide and lactam acetals with primary enamines. Synthesis of enamidines of the pyrrolidine, piperidine, and hexahydroazepine series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Lactam acetals and acid amides react at their NH2 and CH3 groups with α-cyano-β-aminocrotonic ester to give α-cyano-β-(1-methyl-2-pyrrolidinylmethylidene)-β-[N-1-methyl-2-pyrrolidinyl)imino]acrylate and its piperidine and hexahydroazepine analogs. The first step in this reaction is reaction at the amino group to give enamidines.

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Literature cited

  1. 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).

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  2. N. B. Marchenko, V. G. Granik, T. F. Vlasova, O. S. Anisimova, and R. G. Glushkov, Khim. Geterotsikl. Soedin., No. 5, 665 (1976).

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, Moscow

    V. G. Granik, N. B. Marchenko, E. O. Sochneva, T. F. Vlasova, A. B. Grigor'ev, M. K. Polievktov & R. G. Glushkov

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  1. V. G. Granik
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  2. N. B. Marchenko
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  3. E. O. Sochneva
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  4. T. F. Vlasova
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  5. A. B. Grigor'ev
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  6. M. K. Polievktov
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  7. R. G. Glushkov
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Additional information

See [1] for communication XVI.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1505–1508, November, 1976.

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Granik, V.G., Marchenko, N.B., Sochneva, E.O. et al. Acetals of lactams and acid amides. Chem Heterocycl Compd 12, 1239–1242 (1976). https://doi.org/10.1007/BF00470222

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  • DOI: https://doi.org/10.1007/BF00470222

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