Skip to main content
Log in

Reactions of 2,4-Disubstituted 5-Nitro-1,2,3-triazole 1-Oxides. 4. Dealkylation of 2-Substituted 4,5-Dinitro-1,2,3-triazole 1-Oxides

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The N-dealkylation of 2-alkyl or 2-benzyl-substituted 4,5-dinitro-1,2,3-triazole 1-oxides has been studied. Conditions have been found for N-de-tert-butylation and 4-amino-5-nitro-1,2,3-triazole 1-oxide has been synthesized for the first time.

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.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. T. I. Godovikova,S. A. Vozchikova,E. L. Ignat'eva,L. I. Khmel'nitskii, and B. A. Korsunskii, Khim. Geterotsikl. Soedin., 548 (2003).

  2. R. C. Elderfield (editor), Heterocyclic Compounds, Vol. 7, Wiley, New York, London (1961), 878 pp. [Russian translation], Mir, Moscow (1965), p. 296.

    Google Scholar 

  3. T. I. Godovikova,S. P. Golova,S. A. Vozchikova,E. L. Ignat'eva,M. V. Povorin,V. S. Kuz'min, and L. I. Khmel'nitskii, Mendeleev Commun., 194 (1995).

  4. T. I. Godovikova,S. P. Golova,S. A. Vozchikova,E. L. Ignat'eva,M. V. Povorin, and L. I. Khmel'nitskii, Khim. Geterotsikl. Soedin., 675 (1996).

  5. T. I. Godovikova,S. P. Golova,S. A. Vozchikova,E. L. Ignat'eva,M. V. Povorin,T. S. Pivina, and L. I. Khmel'nitskii, Khim. Geterotsikl. Soedin., 203 (1999).

  6. L. I. Vereshchagin,V. M. Nikitin,V. I. Meshcheryakov,G. A. Gareev,L. I. Kirillova, and V. M. Shul'gina, Zh. Org. Khim., 25, 1744 (1989).

    Google Scholar 

  7. T. I. Godovikova,S. A. Vozchikova,E. L. Ignat'eva,L. I. Khmel'nitskii, and B. L. Korsunskii, Khim. Geterotsikl. Soedin., 1356 (1999).

  8. O. Achmatowicz,Y. Tsuda, and Z. Marion, Can. J. Chem., 43, 2336 (1965).

    Google Scholar 

  9. N. J. Leonard and D. F. Morrow, J, Am. Chem. Soc., 80, 371 (1958).

    Google Scholar 

  10. E. I. Troyanskii,I. V. Svitan'ko, and G. I. Nikishin, Izv. Akad. Nauk SSSR. Ser. Khim., 12, 2751 (1982).

    Google Scholar 

  11. A. N. Terpigorev,M. B. Shcherbinin,A. G. Bazanov, and I. V. Tselinskii, Zh. Org. Khim., 18, 676 (1982).

    Google Scholar 

  12. F. Yoneda,T. Nagamatsu, and M. Ichiba, J. Heterocycl. Chem., 11, 83 (1974).

    Google Scholar 

  13. R. Schwyzer and H. Kappeler, Helv. Chim. Acta, 44, 1991 (1961).

    Google Scholar 

  14. G. S. Fonken and W. S. Johnson, J. Am. Chem. Soc., 74, 831 (1952).

    Google Scholar 

  15. A. V. Shastin,T. I. Godovikova,S. P. Golova,L. I. Khmel'nitskii, and B. L. Korsunskii, Khim. Geterotsikl. Soedin., 674 (1995).

  16. J. F. W. McOmie (editor), Protective Groups in Organic Chemistry, Plenum, New York (1973), 418 p. [Russian translation], Mir, Moscow (1976), p. 98, 153, 237.

    Google Scholar 

  17. T. I. Godovikova,O. A. Rakitin,S. P. Golova,S. A. Vozchikova, and L. I. Khmel'nitskii, Mendeleev Commun., 209 (1993).

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Godovikova, T.I., Vozchikova, S.A., Ignat'eva, E.L. et al. Reactions of 2,4-Disubstituted 5-Nitro-1,2,3-triazole 1-Oxides. 4. Dealkylation of 2-Substituted 4,5-Dinitro-1,2,3-triazole 1-Oxides. Chemistry of Heterocyclic Compounds 39, 608–612 (2003). https://doi.org/10.1023/A:1025194031884

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1025194031884

Navigation