Chlorination and oxidation of some sulfurcontaining tetrachloropyridine derivatives

In the chlorination of 4-methyl- and 4-chloroformylmethylenethiotetrachloropyridines, the chlorine atom enters the methyl or methylene group. In the case of the 4-(p-chlorobenzyl)-thio derivative, the molecule is cleaved to give tetrachloropyridine-4-sulfenyl chloride. Hydrogen peroxide oxidizes substituted benzyl- and ethoxycarbonylmethylenethiotetrachloropyridines to the corresponding sulfones, while nitric acid gives a mixture of tetrachloropyridinesulfonic acid and the corresponding benzole acid. quantitative yields (Table 2).Translated from Khimiya Geterotsiklicheskikh Soedinenii,No.8, pp. 1094–1098, August, 1972.