Skip to main content
Log in

Synthesis of 2,6-diamino-3,5-dicyano-4-ethyl-4H-thiopyran and its recyclization to 6-amino-3,5-dicyano-4-ethylpyridine-2(1H)-thione

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The triple condensation of propionaldehyde, malononitrile, and cyanothioacetamide gives 2,6-diamino-3,5-dicyano-4-ethyl-4H-thiopyran, which recyclizes to give 6-amino-3, 5-dicyano-4-ethylpyridine-2(1H)-thione. This thione was used to synthesize substituted 2-alkylthiopyridines and the corresponding thieno[2,3-b]pyridines.

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

References

  1. Japanese Application No. 7O-39264; Chem. Abstr., 74, 125459g (1971).

  2. German Application No. 4038335; Ref. Zh. Khim., 13O58P (1993).

  3. German Application No. 4129340; Ref. Zb Khim., 8O60P US Patent No. 4492452, Ref. Zh, Khim., 7O48P (1993). .

  4. F. Guerrera, L. Salerno, M. C. Sarva, and M. A. Siracusa, Farmaco,48 No. 12, 1725 (1993).

    PubMed  Google Scholar 

  5. V. P. Litvinov, L. A. Rodinovskaya, Yu. A. Sharanin, A. M. Shestopalov, and A. Senning, Sulfur Reports,13, No 1, 1 (1992).

    Google Scholar 

  6. O. Ya., Neiland, Organic Chemistry [in Russian], Vysshaya Shkola, Moscow (1990).

    Google Scholar 

  7. Yu. A. Sharanin, K. Promonenkov, A. M. Shestopalov, V. N. Nesterov, S. N. Melenchuk, V. E. Shklover, and Yu. T. Struchkov, Zh. Org. Khim.,25, 622 (1989)

    Google Scholar 

  8. V. D. Dyachenko, V. N. Nesterov, Yu. T. Struchkov, Yu. A. Sharanin, and V. B. Shklover,59, 881 (1989).

    Google Scholar 

Download references

Authors

Additional information

T. G. Shevchenko Lugansk State Pedagogical Institute, 348011 Lugansk. N. D. Zelinski Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1099–1103, August, 1996. Original article submitted May 13, 1996.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dyachenko, V.D., Krivokolysko, S.G. & Litvinov, V.P. Synthesis of 2,6-diamino-3,5-dicyano-4-ethyl-4H-thiopyran and its recyclization to 6-amino-3,5-dicyano-4-ethylpyridine-2(1H)-thione. Chem Heterocycl Compd 32, 947–951 (1996). https://doi.org/10.1007/BF01176972

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01176972

Keywords

Navigation