Some oxidation, reduction, and replacement reactions of the methyl-sulphinyl group in substituted six-membered nitrogen heterocycles

Abstract

Reactions of methylsulphinyl derivatives of pyridine, pyrazine, pyridazine, quinoline, isoquinoline, quinoxaline, phthalazine, and cinnoline towards oxidation, reduction (by hydrogen iodide), and nucleophilic replacement (by aqueous sodium hydroxide, n-butylamine, and hydrazine) are described. Sulphoxides with aqueous sodium hydroxide at elevated temperatures gave not only the expected hydroxy-analogue but also a significant amount of the corresponding sulphide.