Skip to main content
Log in

C-PhosphorylatedN 2-2-thiazolylformamidines

  • Organic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

C-Phosphorylation of 2-thiazolylformamidines by phosphorus tribromide was studied. It was shown that the 1,3-diazabut-1-enyl (formamidine) substituent can be used as both an activating and protective group. 5-Phosphorylated thiazoles containing either a formamidine fragment or an amino group were obtained. Some properties of the compounds synthesized were 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

References

  1. M. I. Kabachnik and T. Ya. Medved',Dokl. Akad. Nauk SSSR, 1952,83, 689.

    CAS  Google Scholar 

  2. E. K. Fields,J. Am. Chem. Soc., 1952,74, 1528.

    Article  CAS  Google Scholar 

  3. V. P. Kukhar' and V. A. Solodenko,Usp. Khim., 1986,59, 1504 [Russ. Chem. Rev., 1986,59 (Engl. Transl.)].

    Google Scholar 

  4. M. I. Kabachnik, T. Ya. Medved', N. M. Dyatlova, and M. V. Rudomino,Usp. Khim., 1974,43, 1554 [Russ. Chem. Rev., 1974,43 (Engl. Transl.)].

    CAS  Google Scholar 

  5. A. A. Tolmachev, G. V. Oshovskii, A. S. Merkulov, and A. M. Pinchuk,Khim. Geterotsikl. Soedin. 1996, 1288 [Chem. Heterocycl. Compd., 1996 (Engl. Transl.)].

  6. G. V. Oshovskii, A. A. Tolmachev, A. S. Merkulov, and A. M. Pinchuk,Khim. Geterotsikl. Soedin., 1997, 1422 [Chem. Heterocycl. Compd., 1997 (Engl. Transl.)].

  7. E. D. Raczynska and T. Drapala,J. Chem. Res. (S), 1993, 54.

  8. D. K. Anderson, D. L. Deuwer, and J. A. Sikorski,J. Heterocycl. Chem., 1995,32, 893.

    Article  CAS  Google Scholar 

  9. D. Redmore,Chem. Rev., 1971,71, 315.

    Article  CAS  Google Scholar 

  10. V. S. Brovarets, K. V. Zyuz' R. N. Vydzhak, T. K. Vinogradova, and B. S. Drach,Zh. Obshch. Khim., 1994,64, 1642 [Russ. J. Gen. Chem. 1994,64, (Engl. Transl.)].

    CAS  Google Scholar 

  11. The Chemistry of Amidines and Imidates, Ed. S. Patai, J. Wiley and Sons, 1975, 603.

  12. E. D. Raczynska, C. Laurence, and P. Nicolet,J. Chem. Soc., Perkin Trans. 2, 1988, 1491.

  13. A. A. Tolmachev, A. S. Merkulov, G. V. Oshovskii, and A. B. Rozhenko,Zh. Obshch. Khim., 1996,66, 1930 [Russ. J. Gen. Chem., 1996,66 (Engl. Transl.)].

    CAS  Google Scholar 

  14. A. A. Tolmachev, A. S. Merkulov, and G. V. Oshovskii,Khim. Geterotsikl. Soedin., 1997, 1000 [Chem. Heterocycl. Compd., 1997 (Engl. Transl.)].

  15. A. A. Tolmachev, A. A. Yurchenko, M. G. Semenova, and N. G. Feshchenko,Zh. Obshch. Khim., 1993,63, 714 [Russ. J. Gen. Chem., 199363 (Engl. Transl.)].

    CAS  Google Scholar 

  16. P. N. Gaponik, Yu. V. Grigor'ev, and V. P. Karavai,Khim. Geterotsikl. Soedin.; 1985, 566 [Chem. Heterocycl. Compd., 1985 (Engl. Transl.)].

  17. M. L. Weiner,J. Org. Chem., 1960,25, 2245.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1353–1359, July, 1999.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Oshovskii, G.V., Tolmachev, A.A., Yurchenko, A.A. et al. C-PhosphorylatedN 2-2-thiazolylformamidines. Russ Chem Bull 48, 1341–1347 (1999). https://doi.org/10.1007/BF02495301

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02495301

Key words

Navigation