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Benzothiazole compounds. XV. Nucleophilic substitution reactions on benzothiazolium salts

V. Sutoris, A. Malovíková, J. Jakubcová, P. Foltínová, and G. Blőckinger

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, S16 31 Bratislava

 

Abstract: Treatment of 2,3-dihydrothiazolo[2,3-b]benzothiazolium chloride and 2-methylthio-3-methylbenzothiazolium Perchlorate with N- and C-nucleophiles resulted in 3-methyl- and 3-(2-mercaptoethyl)-2-benzothiazolines. The reaction rate with C-nucleophiles was directly dependent on the concentration of triethylamine as catalyst. A new method for the preparation of 3-methyl-2-benzothiazolinone hydrazone and 3-methyl-2-(3-methylbenzothiazolinylidenamino)benzothiazolium Perchlorate is described. The results of tests for antimicrobial activity were not noticeable.

Full paper in Portable Document Format: 334a558.pdf

 

Chemical Papers 33 (4) 558–568 (1979)

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