Barker, John M. published the artcileThienopyridines. Part 7. Some electrophilic substitution reactions of thieno[2,3-b]- and -[3,2-b]pyridine isosteres of 4-oxygenated and 2,4-dioxygenated quinolines, Product Details of C10H9NO4S, the main research area is electrophilic substitution thienopyridine regiochem; quinolinone isostere electrophilic substitution.
Electrophilic substitution reactions were examined of the title compounds I, II [X = NMe, X1 = CO (III); X = CO, X1 = NH (IV), NMe (V)], VI, and VII. The 4-quinolone analogs I and IV, like the parent compound, were monobrominated and (diethylamino)methylated in the pyridine ring α to the CO group. However, whereas 4-quinolone and IV were nitrated in the pyridine ring by HNO3 alone, I was nitrated mainly in the thiophene ring at C-2 under these conditions. The methylated compounds III and V showed a similar regiochem. to their nonmethylated analogs, although their reactivity was lower. I and II were dinitrated by mixed HNO3-H2SO4 at the position α to the CO group in the pyridine ring and at either C-2 in the [2,3-b] isomers (I and III) or C-3 in the [3,2-b] compounds (IV and V); dibromination of I, III, and IV followed a similar pattern. Mannich reactions of VI and VII occurred in the pyridine rings, whereas bromination occurred in the thiophene and pyridine rings in VI and VII, resp.
Journal of Chemical Research, Synopses published new progress about Bromination. 99429-68-2 belongs to class pyridine-derivatives, name is Ethyl 4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carboxylate, and the molecular formula is C10H9NO4S, Product Details of C10H9NO4S.