Skip to main content
Log in

Ethyl esters of 1,4-dihydropyridine-3,5-dicarbothionic acids

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Methods for the synthesis of the esters of 1,4-dihydropyridine-3,5-dicarbothionic acids by the thionation of the carbonyl analogs with Lawesson's reagent are developed. The influence of the substituents at the nitrogen atom on the course of the thionation reaction is considered. The physicochemical characteristics of this series of substances are analyzed; their reactivity in the reactions of N-alkylation, oxidation, and anion formation is studied.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. J. Kuthan and A. Kurfürst, Ind. Eng. Chem. Prod. Rec. Dev., 21, 191 (1982).

    Google Scholar 

  2. D. M. Stout and A. I. Meyers, Chem. Rev., 82, 223 (1982).

    Google Scholar 

  3. A. s., 300465 (USSR). S. A. Giller, G. Ya. Dubur, Ya. R. Uldrikis, G. Ya. Tirzit, A. R. Val'dman, I. N. Zakharchenko, Ya. Ya. Spruzh, V. E. Ronis, and A. A. Makarova, B. I., No. 13, 95 (1971).

    Google Scholar 

  4. B. A. Vigante, Ya. Ya. Ozols, G. Ya. Dubur, Yu. I. Beilis, E. M. Belash, and V. V. Prezhdo, Khim. Geterotsikl. Soedin., No. 2, 219 (1982).

    Google Scholar 

  5. B. A. Vigante, Ya. Ya. Ozols, G. Ya. Dubur, E. M. Belash, and Yu. I. Beilis, Khim. Geterotsikl. Soedin., No. 2, 210 (1984).

    Google Scholar 

  6. B. A. Vigante, Ya. Ya. Ozols, M. I. Terekhova, é. S. Petrov, G. Ya. Dubur, é. é. Liepin'sh, and G. I. Rozentale, Khim. Geterotsikl. Soedin., No. 4, 491 (1986).

    Google Scholar 

  7. T. Chennat and U. Eisner, J. Chem. Soc., Perkin 1, No. 10, 926 (1975).

    Google Scholar 

  8. B. S. Pedersen, S. Scheibye, K. Clausen, and S.-O. Lawesson, Bull. Soc. Chim. Belges, 87, 293 (1978).

    Google Scholar 

  9. V. K. Lusis, D. Kh. Mutsenietse, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 5, 709 (1986).

    Google Scholar 

  10. B. Loev and M. M. Goodman, J. Heterocycl. Chem., No. 12, 363 (1975).

    Google Scholar 

  11. B. S. Chekavichus, A. é. Sausin', and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 8, 1072 (1982).

    Google Scholar 

  12. B. A. Jones and J. S. Bradshaw, Chem. Rev., 84, 17 (1984).

    Google Scholar 

  13. S. L. Baxter and J. S. Bradshaw, J. Org. Chem., 46, 831 (1981).

    Google Scholar 

  14. J. S. Bradshaw, B. A. Jones, and J. S. Gebhard, J. Org. Chem., 48, 1127 (1983).

    Google Scholar 

  15. V. K. Lusis and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 8, 1067 (1982).

    Google Scholar 

  16. P. J. Brignell, U. Eisner, and P. G. Farrell, J. Chem. Soc. (B), No. 11, 1083 (1966).

    Google Scholar 

  17. P. M. Carbateas and G. L. Williams, J. Heterocycl. Chem., 11, 819 (1974).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1232–1238, September, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Vigante, B.A., Ozols, Y.Y., Chekavichus, B.S. et al. Ethyl esters of 1,4-dihydropyridine-3,5-dicarbothionic acids. Chem Heterocycl Compd 24, 1017–1023 (1988). https://doi.org/10.1007/BF00474047

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00474047

Keywords

Navigation