108288-49-9Relevant academic research and scientific papers
2-ISOTHIOCYANATOBENZYLPYRIDINIUM BROMIDE - AN INTERMEDIATE FOR THE SYNTHESIS OF 2-ARYLAMINO-4H-BENZOTHIAZINES
Gonda, Jozef,Kristian, Pavol
, p. 2810 - 2816 (2007/10/02)
2-Bromomethylphenyl isothiocyanate reacts with pyridine to yield 2-isothiocyanatobenzylpyridinium bromide, which afforded N-aryl-N'-(2-benzylpyridinium)thiourea bromides.Deprotonization of the latter with aqueous NaOH gave N-aryl-N'-(2-benzylpyridinium) t
SOME NUCLEOPHILIC REACTIONS OF 2-ISOTHIOCYANATOBENZYL BROMIDE. A NEW SIMPLE SYNTHESIS OF 2-SUBSTITUTED 4H-BENZO-THIAZINES
Gonda, Jozef,Kristian, Pavol
, p. 2802 - 2809 (2007/10/02)
N-Bromosuccinimide reacts with O-tolyl isothiocyanate to afford 2-isothiocyanatobenzyl bromide, a new type of bifunctional synthon.Nucleophiles I(1-), SCN(1-), 4-CH3C6H4SO2(1-) and hexamethylenetetramine yield substitution products of bromine.Amines and phenols react exclusively with the NCS grouping under formation of unstable thioureas, which in turn cyclize to the corresponding 4H-benzothiazines.Structure of these compounds was corroborated by IR, 1H, 13C NMR and mass spectral data and backed by elemental analysis.
