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Synthesis of 2-substituted 6-bromo-4H-benzo[d]-1,3-thiazines by the reaction of 2-bromomethyl-4-bromophenyl isothiocyanate with N-nucleophiles and O-nucleophiles

P. Kristian, J. Gonda, and M. Beithe

Department of Organic Chemistry and Biochemistry, Faculty of Natural Sciences, P. J. Šafárik University, CS-041 67 Košice

 

Abstract: The reactions of 2-bromomethyl-4-bromophenyl isothiocyanate (pre­pared by radical bromination of 2-methyl-4-bromophenyl isothiocyanate with 7V-bromosuccinimide) with amines and sodium phenolate proceed on the NCS group under formation of unstable addition products which, at the reaction conditions, cyclize to the respective 4H-benzo[d]-l,3-thiazines. The structures of the synthesized compounds were proved by spectral methods.

Full paper in Portable Document Format: 415a675.pdf

 

Chemical Papers 41 (5) 675–681 (1987)

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