Synthesis of 3-substituted 5-(3,5,6-trichloro-1,4-benzoquinon-2-yl)thiazoline-2-thiones

By the interaction of 2, 5-dihydroxy-3, 4, 6, 7-tetrachloro-2, 3-dihydrobenzo(bjfuran with salts of N-monosubstituted dithiocarbamic acids, followed by oxidation of the resulting products by benzoquinone, 3-substituted S-(3,5,6-trichloro-1,4-benzoquinon-2-yl)thiazoline-2-thiones have been obtained. An alternative method of synthesis is also proposed, including reaction of the original benzofuran with N-substituted N',N'-dimethylthioureas, cyclization of the resulting thiouronium salt to form 3-substituted 5-(2, S-dihydroxy-3, 4, 6-trichlorophenyl)-2-dimethylattiinothiazolium cations, treatment of these cations with hydrogen sulfide, and subsequent oxidation of the hydroquinone fragment to quinone.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 111–114, January, 1994.