Skip to main content
SpringerLink
Log in

Synthesis of 1-amino-1,2,4-triazolium 4-nitroimides and their reactions with electrophiles

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A procedure was developed for the preparation of 1-amino-1,2,4-triazolium 4 nitroimides by amination of triethylammonium salts of 4-nitramino-1,2,4-triazoles with O-picrylhydroxylamine. The resulting nitroimides reacted with electrophilic reagents (acyl chlorides, aldehydes, phenyl isocyanate, NO2BF4, etc.) at the amino group.

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. A. I. Glushkov, O. P. Shitov, A. V. Mezhenin, and V. A. Tartakovsky, Izv. Akad. Nauk, Ser. Khim., 2002, 1229 [Russ. Chem. Bull., Int. Ed., 2002, 51, 1332].

    Google Scholar 

  2. P. C. Wade, B. R. Vogt, T. P. Kissick, and L. M. Simpkins, J. Med. Chem., 1982, 25, 331.

    Google Scholar 

  3. N. Di Mola and E. Bellasio, Farmaco Ed. Sci., 1985, 40, 517.

    Google Scholar 

  4. US Pat. 5889161; Chem. Abstr., 1999, 130, 239630.

  5. Y. Tamura, J. Minamikawa, and M. Ikeda, Synthesis, 1977, 1, 1.

    Google Scholar 

  6. V. M. Vinogradov, I. L. Dalinger, and S. A. Shevelev, Mendeleev Commun., 1993, 3, 111.

    Google Scholar 

  7. V. A. Vyazkov, O. P. Shitov, and V. A. Tartakovsky, Zh. Org. Khim., 2001, 7, 1086 [Russ. J. Org. Chem., 2001, 7, 1044 (Engl. Transl.)].

    Google Scholar 

  8. J. Epsztajn, A. R. Katritzky, E. Lunt, J. W. Mitchell, and G. Koch, J. Chem. Soc., Perkin Trans. 1, 1973, 2622.

  9. C. L. Dickinson, W. J. Middlenton, and V. A. Elgelhardt, J. Org. Chem., 1962, 27, 2470.

    Google Scholar 

  10. E. E. Glover and K. T. Rowbotton, J. Chem. Soc., Perkin Trans. 1, 1974, 15, 1792.

    Google Scholar 

  11. V. V. Kuz'menko, I. M. Nanavyan, and A. F. Pozharskii, Khim. Geterotsikl. Soedin., 1992, 190 [Chem. Heterocycl. Compd., 1992, 28, 154 (Engl. Transl.)].

    Google Scholar 

  12. J. de Mendoza, T. Torres, and M. D. Badia, Monatsh. Chem., 1988, 199, 1041.

    Google Scholar 

  13. V. A. Myasnikov, V. A. Vyazkov, O. P. Shitov, and V. A. Tartakovsky, Izv. Akad. Nauk SSSR, Ser. Khim., 1991, 1239 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1991, 40, 1116 (Engl. Transl.)].

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. I. Glushkov, O. P. Shitov & V. A. Tartakovsky

Authors
  1. A. I. Glushkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. P. Shitov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. A. Tartakovsky
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Glushkov, A.I., Shitov, O.P. & Tartakovsky, V.A. Synthesis of 1-amino-1,2,4-triazolium 4-nitroimides and their reactions with electrophiles. Russian Chemical Bulletin 52, 467–470 (2003). https://doi.org/10.1023/A:1023491723470

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1023491723470

Search

Navigation