The Journal of Organic Chemistry

S-Alkyl alkanesulfonothioates and S-1-chloroalkyl alkanesulfonothioates from linear alkanesulfinyl chlorides

F Freeman, MC Keindl

Index: Freeman, Fillmore; Keindl, Monica C. Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 2026 - 2031

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Citation Number: 9

Abstract

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 ...