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Synthesis and some transformations of halogen-substituted o-quinones in the benzofuran series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The corresponding 6-halo-substituted o-quinones were obtained by the action of nitric acid on 2-methyl(phenyl)-3-carbethoxy-4,6-dihalo-5-hydroxybenzofurans, whereas 2-methyl-3-carboxy-4,6-dibromo-5-hydroxybenzofuran is converted to the 4,6-dinitro derivative under similar conditions. The action of nitric acid on 2-methyl-3-carbethoxy-4-chloro-5-hydroxybenzofuran leads to replacement of the hydrogen in the 6 position by a nitro group. The reduction of o-quinones to the corresponding dihydroxy derivatives and reactions of quinones with amines are described.

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Communication LV from the series “Research on Quinones.” See [1] for communication LIV.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 738–741, June, 1975.

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Grinev, A.N., Arkhangel'skaya, N.V., Uretskaya, G.Y. et al. Synthesis and some transformations of halogen-substituted o-quinones in the benzofuran series. Chem Heterocycl Compd 11, 639–642 (1975). https://doi.org/10.1007/BF00959949

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  • DOI: https://doi.org/10.1007/BF00959949

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