Skip to main content
Log in

Azo coupling and aminomethylation of 2,5-diphenylpyrrole and its derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The azo coupling of 2,5-diphenylpyrrole with arenediazonium chlorides has given previously unknown 3-arylazopyrroles and 4-phenylazo-3-phenylhydrazono-3H-pyrrole. The methylation and reductive acetylation of the anylazo derivatives have led to N-methylarylazo and acetylamino derivatives of 2,5-diphenylpyrrole. 3-Amino-2, 5-diphenylpyrrole has been obtained by the reduction of 3-p-chlorophenylazo-2,5-diphenylpyrrole. The aminomethylation of 2,5-diphenylpyrrole and its derivatives with bis(dialkylamino)methanes had led to aminomethyl derivatives.

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

Literature cited

  1. V. I. Shevdov, M. V. Mezentseva, and A. N. Grinev, Khim. Geterotsikl. Soedin., No. 9, 1217 (1975).

    Google Scholar 

  2. N. N. Suvorov, Sh. A. Samsoniya, L. A. Chilikhin, I. Sh. Chikvizidze, K. F. Turchin, T. K. Efimova, L. A. Tret'yakcwa, and I. M. Gverdtsiteli, Khim. Geterotsikl. Soedin., No. 2, 217 (1978).

    Google Scholar 

  3. W. R. Brode, Y. H. Gould, and G. M. Wyman, J. Am. Chem. Soc., 74, 4641 (1952).

    Google Scholar 

  4. F. Ramirez and A. F. Kirby, J. Am. Chem. Soc., 76, 1037 (1954).

    Google Scholar 

  5. W. R. Brode, Y. H. Gould, and G. M. Wyman, J. Am. Chem. Soc., 75, 1856 (1953).

    Google Scholar 

  6. C. G. Overberger, M. Valentine, and Y.-P. Anselme, J. Am. Chem. Soc., 91, 687 (1969).

    Google Scholar 

  7. A. Kreutzberger and P. A. Kalter, J. Org. Chem., 26, 3790 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Deceased.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5. pp. 612–615, May, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Grinev, A.N., Mezentseva, M.V., Kuleshova, E.F. et al. Azo coupling and aminomethylation of 2,5-diphenylpyrrole and its derivatives. Chem Heterocycl Compd 22, 499–503 (1986). https://doi.org/10.1007/BF00519527

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00519527

Keywords

Navigation