Skip to main content
Log in

Synthesis of 5-alkoxy-3-amino-7-nitro-1,2,4-benzotriazine 1-oxides from 1,3,5-trinitrobenzene

  • Brief Communications
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

1-Alkoxy-3,5-dinitrobenzenes were nitrated to give 1-alkoxy-2,3,5-trinitrobenzenes. The reaction of the latter with guanidine affordsN-(2-alkoxy-4,6-dinitrophenyl)guanidines, which undergo cyclization under the action of KOH to form 5-alkoxy-3-amino-7-nitro-1,2,4-benzotriazine 1-oxides.

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.

References

  1. J. M. Brown,Br. J. Cancer, 1993,67, 1163.

    CAS  Google Scholar 

  2. F. Arndt,Ber. Dtsch. Chem. Ges., 1913,46 3522.

    Google Scholar 

  3. L. J. Wolf, K. Pfister, 3rd, R. M. Wilson, Jr., and C. A. Robinson,J. Am. Chem. Soc. 1954,76, 3551.

    Article  CAS  Google Scholar 

  4. K. Pazdera and M. Potáček,Chem. Papers, 1988,42, 527.

    CAS  Google Scholar 

  5. H. Suzuki and T. Kawakami,Synthesis, 1997, 855.

  6. Organic Syntheses. Collection, Eds. H. Gilman, R. Adams,et al., New York, 1942,1.

  7. A. Astrat'ev, V. Marchukov, V. Suschev, and A. Aleksandrov,218th American Chem. Society National Meeting, New Orleans, August 22–26, 1999, Division of Org. Chemistry, Abstrs., Paper 50.

  8. P. T. Izzo,J. Org. Chem., 1959,24, 2026.

    Article  CAS  Google Scholar 

  9. S. A. Shevelev, M. D. Dutov, M. A. Korolev, O. Yu. Sapozhnikov, and A. L. Rusanov,Mendeleev Commun., 1998, 69.

  10. M. J. J. Blanksma,Recl. Trav. Chim. Pays-Bas, 1904,23, 111.

    Google Scholar 

  11. F. Benedetti, D. R. Marshall, C. J. M. Stirling, and J. L. Leng,J. Chem. Soc., Chem. Commun., 1982, 918.

  12. V. V. Rozhkov, A. M. Kuvshinov, V. I. Gulevskaya, I. I. Chervin, and S. A. Shevelev,Synthesis, 1999, 2065.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1650–1652, September, 2000.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rozhkov, V.V., Shevelev, S.A. Synthesis of 5-alkoxy-3-amino-7-nitro-1,2,4-benzotriazine 1-oxides from 1,3,5-trinitrobenzene. Russ Chem Bull 49, 1640–1641 (2000). https://doi.org/10.1007/BF02495174

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02495174

Key words

Navigation