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Nitration of tetrabenzoporphins

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Zinc meso-trinitrotetrabenzoporphin and zinc meso-tetranitrotetrabenzoporphin were obtained by nitration of zinc tetrabenzoporphin and its tert-butyl-substituted analog with a mixture of nitric and acetic acids. A demetallated compound is formed in 88% yield when zinc meso-tetranitrotetrabenzoporphin is treated with HCl in acetic acid, and reduction of the nitro groups to amino groups occurs when it is treated with tin in acetic acid.

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Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, 103787, Moscow

    V. N. Kopranenkov, E. A. Makarova & E. A. Luk'yanets

Authors
  1. V. N. Kopranenkov
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  2. E. A. Makarova
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  3. E. A. Luk'yanets
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Additional information

The authors thank T. A. Babushkina (Institute of Biophysics, Ministry of Public Health of the USSR) for recording the PMR spectrum of III and assisting in its interpretation.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1189–1193, September, 1986.

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Kopranenkov, V.N., Makarova, E.A. & Luk'yanets, E.A. Nitration of tetrabenzoporphins. Chem Heterocycl Compd 22, 960–964 (1986). https://doi.org/10.1007/BF00478125

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  • DOI: https://doi.org/10.1007/BF00478125

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