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Synthesis of 10,10-Dioxo-10H-10λ6-phenoxathiine-2,8-dicarboxamides

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Abstract

New carboxamides and sulfonamides containing alkyl and heterocyclic fragments were synthesized on the basis of 2-arylaminopyrimidine derivatives, N-methylpiperazine, and morpholine and 4-nitro-10,10-dioxo-10H-10λ6-phenoxathiine-2,8-dicarboxylic acid. The latter was obtained by intramolecular cyclization of 4-[4-carboxy-2-(chlorosulfonyl)phenoxy]-3-nitrobenzoic acid by the action of chlorosulfonic acid. The reactivity of 10,10-dioxo-10H-10λ6-phenoxathiine-2,8-dicarbonyl chlorides in the acylation of amines is discussed.

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Authors and Affiliations

  1. Institute of New Materials Chemistry, National Academy of Sciences of Belarus, Minsk, Belarus

    Zh. V. Ignatovich, A. L. Ermolinskaya, V. K. Ol’khovik, Yu. V. Matveenko & E. V. Koroleva

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  1. Zh. V. Ignatovich
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  2. A. L. Ermolinskaya
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  3. V. K. Ol’khovik
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  4. Yu. V. Matveenko
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  5. E. V. Koroleva
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Correspondence to E. V. Koroleva.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 4, pp. 583–590.

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No conflict of interests is declared by the authors.

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Ignatovich, Z.V., Ermolinskaya, A.L., Ol’khovik, V.K. et al. Synthesis of 10,10-Dioxo-10H-10λ6-phenoxathiine-2,8-dicarboxamides. Russ J Org Chem 55, 487–492 (2019). https://doi.org/10.1134/S1070428019040110

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  • DOI: https://doi.org/10.1134/S1070428019040110

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