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New method for synthesis of the aza analogs of tetrabenzoporphin

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 1-hydroxy-1-methyl-1H-3-(1-oxo-6-tert-butylisoindolin-3-ylidenemethyl)-5-tert-butylisoindole, which is the product from the condensation of potassium 4-tert-butylphthalimide and malonic acid, with phthalonitrile or 3-iminophthalimide leads to the formation of a mixture of the tert-butyl-substituted mono-, di-, and triaza analogs of zinc tetrabenzoporphin. The mixture was separated by chromatography on aluminum oxide. The zinc complex of di(4-tert-butylbenzo)di-benzodiazaporphin is demetallated by the action of HCl in acetic acid. The characteristics of the synthesized compounds are given.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1385–1390, October, 1989.

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Makarova, E.A., Kopranenkov, V.N., Shevtsov, V.K. et al. New method for synthesis of the aza analogs of tetrabenzoporphin. Chem Heterocycl Compd 25, 1159–1164 (1989). https://doi.org/10.1007/BF00470696

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  • DOI: https://doi.org/10.1007/BF00470696

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