22224-96-0Relevant academic research and scientific papers
Evidence for Methanethial S-Oxide during the Reaction of Methanesulphinyl Chloride and N,N-Dimethylmethanamide (DMF)
Freeman, Fillmore,Keindl, Monica C.
, p. 138 - 139 (1984)
Methanethial S-oxide was intercepted as an intermediate during the reaction of methanesulphinyl chloride and N,N-dimethylmethaneamide (DMF), which afforded S-methyl methanesulphonothioate and S-(chloromethyl) methanesulphonothioate.
S-Alkyl Alkanesulfonothioates and S-1-Chloroalkyl Alkanesulfonothioates from Linear Alkanesulfinyl Chlorides
Freeman, Fillmore,Keindl, Monica C.
, p. 2026 - 2031 (2007/10/02)
Treatment of linear alkanesulfinyl chlorides 1 with dry N,N-dimethylmethanamide (DMF), N,N-dimethylethanamide (DMA), or 1-methyl-2-pyrrolidone (NMP) in an inert atmosphere, with or without added solvent, gives S-alkyl alkanesulfonothioates 4 (minor products) and S-1-chloroalkyl alkanesulfonothioates 5.The yield of 4 is decreased in the presence of the radical inhibitor 1,4-dihydroxybenzene.Evidence has been obtained for the formation and trapping of sulfines (including methanethial S-oxide) and for formation of sulfinyl radicals, vic-disulfoxides (α-disulfoxides), and O,S-sulfenyl sulfinates as reaction intermediates.S-Phenyl benzenesulfonothioate is a major product from the reaction of alkanesulfinyl chlorides and benzenesulfinyl chloride in the presence of DMF.
