77811-46-2Relevant academic research and scientific papers
Heterocyclic Systems Containing Bridgehead Nitrogen Atom : Part XXXVIII- Reaction of 6-Bromo-2-mercapto-4-methylbenzimidazole with Chloroacetic Acid, α-Halogenoketones and 1,2-Dibromoethane
Gupta, G. D.,Gupta, Rakesh P.,Pujari, H. K.
, p. 1035 - 1037 (2007/10/02)
6-Bromo-8-methylthiazolobenzimidazol-3(2H)-one (IV), 3-substituted-6-bromo-8-methylthiazolobenzimidazoles (VII) and 2,3-dihydro-6-bromo-8-methylthiazolobenzimidazole (VIII) have been synthesized starting from 6-bromo-2-mercapto-4-methylbenzimidazole (II), prepared by the treatment of 5-bromo-3-methyl-1,2-diaminobenzene (I) with carbon disulphide.II on condensation with chloroacetic acid gives 6-bromo-4-methyl-2-benzimidazothiolacetic acid (III) which on cyclization with acetic anhydride furnishes IV and not the other isomer (V).Condensation of II with α-halogenoketones followed by PPA cyclization of the intermediate ketones (VI) yields 3-aryl-6-bromo-8-methylthiazolobenzimidazoles (VII).A similar reaction of II with 1,2-dibromoethane gives VIII.
