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

Abstract

By the interaction of 2,5-dihydroxy-3,4,6,7-tetrachloro-2,3-dihydrobenzo[b]furan with salts of N-monosubstituted dithiocarbamic acids, followed by oxidation of the resulting products by benzoquinone, 3-substituted 5-(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-(2,5-dihydroxy-3,4,6-trichlorophenyl)-2-dimethylamiinothiazolium cations, treatment of these cations with hydrogen sulfide, and subsequent oxidation of the hydroquinone fragment to quinone.

How to Cite
Gulbis, Yu. V.; Valter, R. É.; Karlivan, G. A.; Utinan, M. F. Chem. Heterocycl. Compd. 1994, 30, 99. [Khim. Geterotsikl. Soedin. 1994, 111.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01164743