Skip to main content
Log in

Synthesis of thieno[3,4-d]pyrimidines by the reactions of 3-amino-4-carbamoylthiophene derivatives with 1,3-dicarbonyl compounds

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The reactions of ethyl 3-amino-4-carbamoyl-5-methylthiophene-2-carboxylate with 1,3-dicarbonyl compounds were studied. During the reactions, the corresponding ketone is eliminated to give ethyl 5-methyl-4-oxo-3,4-dihydrothieno[3,4-d]pyrimidine-7-carboxylates.

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. Ya. F. Freimanis, Khimiya enaminoketonov, enaminoiminov, enaminotionov [The Chemistry of Enaminones, Enaminoimines, and Enaminothiones], Riga, Zinatne, 1974, 276 pp (in Russian).

    Google Scholar 

  2. Enamines: Synthesis, Structure and Reactions, Ed. A. G. Cook, Dekker, New York, 1988, 515.

  3. J. M. Barker, P. R. Huddleston, and A. W. Jones, S. Chem. Res., Synop, 1978, 393.

  4. P. A. Derbyshire, G. A. Hunter, H. McNab, and L. C. Monahan, J. Chem. Soc., Perkin Trans. 1, 1993, 2017.

  5. M. L. Bajardi, G. Daidone, D. Raffa, and S. Plescia, Hetero-cycles, 1986, 24, 1367.

    Google Scholar 

  6. D. Wobig, Liebigs Ann. Chem., 1989, 409.

  7. S. C. Shim, D.-W. Kim, S.-S. Moon, and Y. B. Chae, J. Org. Chem., 1984, 49, 1449.

    Google Scholar 

  8. J. Lessel, Arch. Pharm. (Weinheim Ger.), 1994, 327, 571.

    Google Scholar 

  9. M. Yamato, J. Horiuchi, and Y. Takeuchi, Chem. Pharm. Bull., 1981, 29, 3124.

    Google Scholar 

  10. M. Perrissin, M. Favre, C. Luu-Duc, F. Bakri-Logeais, F. Huguet, and G. Narcisse, Eur. J. Med. Chem. Chim. Ther., 1984, 19, 420.

    Google Scholar 

  11. C. A. Ryndina, A. V. Kadushkin, N. P. Solov´eva, and V. G. Granik, Izv. Akad. Nauk, Ser. Khim., 2002, 789 [Russ. Chem. Bull., Int. Ed., 2002, 51, 854].

    Google Scholar 

  12. V. G. Granik, Usp. Khim., 1984, 53, 651 [Russ. Chem. Rev., 1984, 53, 383 (Engl. Transl.)].

    Google Scholar 

  13. S. S. Kiselev, M. K. Polievktov, and V. G. Granik, Khim. Geterotsikl. Soedin., 1979, 15, 1679 [Chem. Heterocycl. Compd., 1979, 15, 1352 (Engl. Transl.)].

    Google Scholar 

  14. K. Gewald, H. Schafer, and P. Bellmann, J. Prakt. Chem., 1982, 324, 933.

    Google Scholar 

  15. E. A. M. Kamal, H. A. A. Abdel, and A. A. Attallach, Phosphorus Sulfur, 1989, 46, 1.

    Google Scholar 

  16. F. Sauter, J. Fröhlich, and E. K. Ahmed, Monatsh. Chem., 1995, 126, 945.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ryndina, S.A., Kadushkin, A.V., Solov"eva, N.P. et al. Synthesis of thieno[3,4-d]pyrimidines by the reactions of 3-amino-4-carbamoylthiophene derivatives with 1,3-dicarbonyl compounds. Russian Chemical Bulletin 51, 1879–1885 (2002). https://doi.org/10.1023/A:1021356603146

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1021356603146

Navigation