Reactions of 4-methyl(chloro)sulfonyl-2,3,5,6-tetrabromopyridines with nucleophilic reagents

The MeSO₂ group is replaced in the reaction of 4-methylsulfonyltetrabromopyridine with small nucleophiles, whereas the Br atom in the 2 position is replaced in the reaction with bulky nucleophiles. Depending on the temperature conditions and the ratio of the reacting substances, 4-chlorosulfonyltetrabromopyridine reacts with primary amines to give either the corresponding amides or amines. It was established that the corresponding amines are formed when tetrabromopyridinesulfonic acid -hydroxyalkylamides are heated with triethylamine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 937–942, July, 1979.