
%0 Journal Article
%A Bell, KH 
%T Chlorosulfination of Aromatic Methyl Ethers with Thionyl Chloride
%J Australian Journal of Chemistry
%D 1985/08/01
%V 38
%N 8
%P 1209-1221
%K 
%R https://doi.org/10.1071/CH9851209
%U https://www.publish.csiro.au/paper/CH9851209 
%X Aromatic sulfinyl chlorides have been prepared in high yield by direct chlorosulfination of some aromatic ethers (1,3-dimethoxybenzene, 2- methyl- and 4-chloro-1,3-dimethoxybenzene, 1,2,3-trimethoxybenzene, 1- and 2-methoxynaphthalene, 1,5-, 1,7-, 2,6- and 2,7- dimethoxynaphthalene ) with thionyl chloride alone at or below room temperature. Under the same conditions, 1,4-dimethoxynaphthalene and 1,3-dimethoxy-5-methylbenzene yield chlorinated starting materials and sulfides. 1,3,5-Trimethoxybenzene yields chlorinated starting material, sulfide, and a chlorinated disulfide. Some other ethers (e.g. anisole, 1,2- and 1,4-dimethoxybenzene, 5-chloro-1,3-dimethoxybenzene) are unreactive under these conditions. 
