Abstract
Reaction of 2-mercaptobenzothiazoles substituted at position 6 by chlorine, dimethylsulfamido, benzamido, and nitro groups, with chlorobromoalkanes, is used to synthesize the corresponding 6-substituted 2-(β-chloroalkylmercapto)benzothiazoles. Oxidation of these compounds with hydrogen peroxide in acetic acid converts them to sulfoxides and sulfones, while heating in nitrobenzene cyclizes them to 6 substituted 2,3-dihydrothiazolo[2,3-b]benzothiazolium chlorides. The latter and previously obtained quaternary salts are converted by sodium borohydride into derivatives of a new tricyclic system, thiazolidino[2,3-b]benzothiazoline.
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For Part IV see [1].
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Kuznetsova, E.A., Zhuravlev, S.V. & Stepanova, T.N. Synthesis in the 2-mercaptobenzothiazole series V. Thiazolidino[2, 3-b]-benzothiazolines. Chem Heterocycl Compd 3, 197–200 (1967). https://doi.org/10.1007/BF01172548
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DOI: https://doi.org/10.1007/BF01172548