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Thermal condensation of phthalimide with malonic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

When phthalimide is reacted with malonic acid in the presence of zinc acetate, 1-hydroxy-1-methyl-1H-3-(1-oxoisoindolin-3-ylidenemethyl)isoindole, the zinc complex of 1-hydroxy-8,13∶22,27-diimino-1,6∶15,20-dinitrilotetrabenzo[b,d,l,q]eicosin, and zinc tetrabenzoporphin are formed depending on the temperature. The compounds have been characterized by their electronic absorption spectra, IR and mass spectra, and also by their x-ray photoelectron spectra. A possible scheme for the synthesis of zinc tetrabenzoporphin has been proposed.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 480–484, April, 1988.

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Kopranenkov, V.N., Makarova, E.A. & Luk'yanets, E.A. Thermal condensation of phthalimide with malonic acid. Chem Heterocycl Compd 24, 394–398 (1988). https://doi.org/10.1007/BF00478857

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  • DOI: https://doi.org/10.1007/BF00478857

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