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Benzothiazole compounds. 36. Reactions of benzothiazole and its derivatives with bis(bromomethyl)benzenes

P. Chabreček, V. Sutoris, and A. Gáplovský

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, CS-842 15 Bratislava

 

Abstract: Xylylenebis(3-benzothiazolium bromides) and 3-(bromomethylbenzyl)benzothiazolium bromides were prepared by the reaction of benzothiazole, 6-methyl-, 6-methoxy-, 6-bromo-, 2-methyl-, 4-methyl-, and 2-styrylbenzothiazole with 1,2-, 1,3-, and l,4-bis(bromomethyl)benzene. The formation of not typical tricyclic compounds has been proved by the reaction of 3-methyl-2-benzothiazolinethione with 1,2- and l,3-bis(bromomethyl)benzene. Using l,4-bis(bromomethyl)benzene, 2-methylthio-3-methylbenzothiazolium bromide is formed. The mechanisms of these reactions are proposed. The structure has been proved by the 1H NMR spectra.

Full paper in Portable Document Format: 442a209.pdf

 

Chemical Papers 44 (2) 209–220 (1990)

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