Skip to main content
Log in

Orientation in the nitration of 3-phenyl-4-substituted furazans

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The nitration of 3-phenyl-4-substituted furazans with various nitrating agents was investigated. It is shown that the orientation of the nitro group that is incorporated in the phenyl ring is determined by the substituent in the 4 position of the furazan ring, whereas the introduction of a furazan substituent in the phenyl ring lowers the reactivity of the latter. The corresponding dinitro derivatives can be obtained by means of acid mixtures.

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

Literature cited

  1. M. A. Shokhen, V. G. Andrianov, and A. V. Eremeev, Khim. Geterotsikl. Soedin., No. 10, 1355 (1979).

    Google Scholar 

  2. F. D. Dodge, Lieb. Ann., 264, 182 (1891).

    Google Scholar 

  3. G. Boerit, Gazz. Chim. Ital., 23, 187 (1893).

    Google Scholar 

  4. A. De Munno, V. Bertini, A. Menconi, and G. Denti, Atti Soc. Tocs. Sci. Natur. Mem., A81, 334 [1974 (1975)]; Ref. Zh. Khim., 12Zh368 (1976).

    Google Scholar 

  5. A. De Munno, V. Bertini, P. Rasero, N. Picci, and L. Bonfanti, Atti Linc., 64, 385 (1978); Ref. Zh. Khim., 7Zh338 (1980).

    Google Scholar 

  6. E. Yu. Orlova, The Chemistry and Technology of Highly Explosive Substances [in Russian], Khimiya, Leningrad (1973), p. 275.

    Google Scholar 

  7. N. Rusanov, Chem. Ber., 24, 3503 (1891).

    Google Scholar 

  8. F. D. Dodge, Lieb. Ann., 264, 178 (1891).

    Google Scholar 

  9. O. Nussberger, Chem. Ber., 25, 2142 (1892).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 27–29, January, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zelenov, M.P., Frolova, G.M., Mel'nikova, S.F. et al. Orientation in the nitration of 3-phenyl-4-substituted furazans. Chem Heterocycl Compd 18, 21–23 (1982). https://doi.org/10.1007/BF00513282

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00513282

Keywords

Navigation