Chemistry of Heterocyclic Compounds

, Volume 17, Issue 8, pp 786–790 | Cite as

Preparation of 1-(4-nitrophenyl)-2-formylpyrrole from furfural

  • É. Baum
  • T. E. Goldovskaya
  • V. G. Kul'nevich
  • O. V. Maiorova
Article
  • 46 Downloads

Abstract

The products of the condensation of furfural with p-nitroaniline in an acidic medium in various solvents were investigated. It was established that the well-known method gives 1-(4-nitrophenyl)-2-formylpyrrole in no higher than 55% yield and 2,3-bis(4-nitrophenylamino)-2-formylpyrrole in 27% yield. A method based on a previously described method is recommended (the products are obtained in up to 72% yields).

Keywords

Organic Chemistry Acidic Medium Furfural Formylpyrrole 

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Literature cited

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    H. Lüpke, “Uber die Bildung von Pyrrol- und Pyridin-Derivaten aus Furfurol,” Dissertation, Berlin (1939), p. 39.Google Scholar
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    Organic Syntheses [Russian translation], Collective Vol. 1, Izv. Akad. Nauk SSSR, Moscow (1950), p. 120.Google Scholar
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    R. Petit and R. Pallaud, Compt. Rend., 258, 230 (1964).Google Scholar
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    K. G. Lewis and C. R. Malqiney, Tetrahedron, 33, 463 (1977).Google Scholar
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    I. S. Barvinok and V. S. Kuprin, Z h. Obshch. Khim., 31, 632 (1961).Google Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • É. Baum
    • 1
  • T. E. Goldovskaya
    • 1
  • V. G. Kul'nevich
    • 1
  • O. V. Maiorova
    • 1
  1. 1.Krasnodar Polytechnic InstituteKrasnodar

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