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Synthesis of linear and angular anthraquinonoisothiazol-3-ones, their S-oxides, and S,S-dioxides

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Abstract

2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthra[2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.

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Kucherov, F.A., Zlotin, S.G. Synthesis of linear and angular anthraquinonoisothiazol-3-ones, their S-oxides, and S,S-dioxides. Russian Chemical Bulletin 50, 1657–1662 (2001). https://doi.org/10.1023/A:1013003122428

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