Skip to main content
SpringerLink
Log in

4-Alkyl-6-amino-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: II. Synthesis and selected reactions

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

New 4-alkyl-6-amino-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides have been prepared via enantioselective reaction of 3-amino-N-aryl-3-thioxopropanamides with N-aryl-2-cyanoacetamide and aliphatic aldehydes. The prepared products can be regioselectively alkylated at sulfur atom.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Dyachenko, V.D. and Karpov, E.N., Russ. J. Gen. Chem., 2013, vol. 83, no. 7, pp. 1394–1401.

    Article  CAS  Google Scholar 

  2. Brytsun, V.N., 2-Funktsionalizirovannye metilenaktivnye tioatsetamidy (2-Functionalized Methylene Thioacetamide), Kiev: CP “Komprint,” 2012.

    Google Scholar 

  3. Dyachenko, V.D., Doctoral (Chem.) Dissertation, Moscow, 1998.

    Google Scholar 

  4. Krasnikov, D.A., Candidate Sci. (Chem.) Dissertation, Khar’kov, 2011.

    Google Scholar 

  5. Litvinov, V.P., Russ. Chem. Rew., 2006, vol. 75, no. 7, pp. 577–600.

    Article  CAS  Google Scholar 

  6. Dyachenko, V.D., Russ. J. Gen. Chem, 2005, vol. 75, no. 3, pp. 440–446.

    Article  CAS  Google Scholar 

  7. Krauze, A. and Duburs, G., Chem. Heterocycl. Comp., 1999, no. 4, pp. 446–449.

    Google Scholar 

  8. Skudarnova, T.I., Burova, O.A., Smirnova, N.M., Chelysheva, G.M., and Safonova, T.S., Pharm. Chem. J., 1994, vol. 28, no. 3, pp. 185–188.

    Article  Google Scholar 

  9. Dyachenko, V.D. and Karpov, E.N., Russ. J. Org. Chem., 2011, vol. 47, no. 1, pp. 1–29.

    Article  CAS  Google Scholar 

  10. Dyachenko, V.D., Nikishin, A.A., and Dyachenko, I.E., Russ. J. Org. Chem., 2011, vol. 47, no. 8, pp. 1214–1221.

    Article  CAS  Google Scholar 

  11. Rodinovskaya, L.A., Shestopalov, A.M., and Nesterov, V.N., Chem. Heterocycl. Comp., 1996, no. 10, pp. 11182–1188.

    Google Scholar 

  12. Dyachenko, A.D., Desenko, S.M., Dyachenko, V.D., Chem. Heterocycl. Comp., 2004, no. 8, p. 1009–1016.

    Google Scholar 

  13. Elkholy E.M., Abu-Shanab F.A., Erian A.W., Phosph., Sulfur, Silicon, Relat. Elem., 2000, vol. 167, p. 151.

    Article  CAS  Google Scholar 

  14. Krauze, A.A., Odinets, A.G., Verreva, A.A., Germane, S.K., Kozhukhov, A.N., and Dubur, G.Ya., Pharm. Chem. J., 1991, vol. 25, no. 7, pp. 477–481.

    Article  Google Scholar 

  15. Dyachenko, V.D. and Tkachev, R.P., Russ. J. Org. Chem., 2003, vol. 39, no. 8, pp. 1174–1179.

    Article  CAS  Google Scholar 

  16. Dyachenko, V.D. and Tkachov, R.P., Visn. Harkiv. Nats. Univ., Ser. Khim., 2002, vol. 31, no. 8, p. 50.

    Google Scholar 

  17. Dyachenko, A.D., Desenko, S.M., Dyachenko, V.D., and Chernega, A.N., Chem. Heterocycl. Comp., 2004, no. 5, pp. 650–659.

    Google Scholar 

  18. Dyachenko, A.D., Desenko, S.M., Dyachenko, V.D., and Rusanov, E.B., Chem. Heterocycl. Comp., 2003, no. 6, pp. 744–748.

    Google Scholar 

  19. Li, X., Song, L., Xing, Ch., Tetrahedron., 2006, vol. 62, no. 10, p. 2255.

    Article  CAS  Google Scholar 

  20. Deyanov, A.B., Kon’shin, M.E., and Semenova, Z.N., Chem. Heterocycl. Comp., 2004, no. 12, pp. 1560–1563.

    Google Scholar 

  21. Dyachenko, V.D., Nesterov, V.N., Krivokolysko, S.G., and Litvinov, V.P., Russ. Chem. Bull., 1997, vol. 46, no. 1, pp. 192–194

    Article  CAS  Google Scholar 

  22. Dyachenko, V.D. and Rusanov, E.B., Chem. Heterocycl. Comp., 2003, no. 5, pp. 645–690.

    Google Scholar 

  23. Dyachenko, V.D. and Chernega, A.N., Russ. J. Gen. Chem., 2005, vol. 75, no. 6, pp. 952–960.

    Article  CAS  Google Scholar 

  24. Dyachenko, V.D. and Chernega, A.N., Russ. J. Org. Chem., 2006, vol. 42, no. 4, pp. 567–576.

    Article  CAS  Google Scholar 

  25. Dyachenko, V.D. and Krasnikov, D.A., Ukr. Khim. Zh., 2005, vol. 71, no. 6, p. 86.

    CAS  Google Scholar 

  26. Hagiwara, H., Miya, S., Suzuki, T., Ando, M., Hamamoto, I., and Kato, M., Heterocycles, 1999, vol. 51, no. 3, p. 493.

    Article  CAS  Google Scholar 

  27. Comprehensive Organic Chemistry, Barton, D. and Ollis. W.D., Eds., Oxford: Pergamon Press, 1979

    Google Scholar 

  28. Praktikum po organicheskoi khimii (Workshop on Organic Chemistry), Zefirov, N.S., Ed., Moscow: BINOM. Laboratoriya Znanii, 2010, p. 102.

    Google Scholar 

  29. Pretsch, E., Bühlmann, P., and Affolter, C., Structure Determination of Organic Compounds: Tables of Spectral Data, Berlin: Springer, 2000.

    Book  Google Scholar 

  30. Dyachenko, V.D., Krasnikov, D.A., and Khorik, M.V., Chem. Heterocycl. Comp, 2008, no. 7, pp. 815–819.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Taras Shevchenko Luhansk National University, ul. Oboronnaya 2, Lugansk, 91011, Ukraine

    V. D. Dyachenko, E. N. Karpov & I. A. Feskov

Authors
  1. V. D. Dyachenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. N. Karpov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. A. Feskov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to V. D. Dyachenko.

Additional information

Original Russian Text © V.D. Dyachenko, E.N. Karpov, I.A. Feskov, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1496–1503.

For communication I, see [1].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dyachenko, V.D., Karpov, E.N. & Feskov, I.A. 4-Alkyl-6-amino-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: II. Synthesis and selected reactions. Russ J Gen Chem 83, 1716–1723 (2013). https://doi.org/10.1134/S1070363213090156

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363213090156

Keywords

Search

Navigation