The thiolate anion as a nucleophile part X. Reactions of some nitrofluoroaromatics

The reactions of various nitrofluorobenzenes, C₆H_xF_yNO₂, with sodium methanethiolate have been studied in ethylene glycol/pyridine mixture as solvent. All the fluorine atoms, but not the nitrogroups, could be substituted by the methylthio group. The reactions have also been studied with the addition of a deactivating group, either methyl or amino, on the aromatic nucleus. Some of the methylthio groups in the products were oxidized to the corresponding sulfones. The new compounds isolated have been characterized and their spectra (IR, NMR and mass) examined.