Sulfuryl chloride → 2-Chloromethyl-4-(3-methyl-3-chlorobutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

Participants

Reaction Steps

To a solution of 2-phenylthiomethyl-4-(3-methyl-3-chlorobutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (1. 396 g, 3.82 mmol) in 30 ml of methylene chloride was added sulfuryl chloride (0.366 ml, 4.58 mmol) and the mixture was stirred for 2 hours at room temperature. The mixture was concentrated in vacuo and the residue was purified by silica column chromatography (10% ethyl acetate in hexane) to afford 410 mg (35.4%) of 2-chloromethyl-4-(3-methyl-3-chlorobutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula II: R1 =H; R2 =(CH2)2C(Cl) (CH3)2 ; R3 =CH3 ; X'=Cl).

Provenance & Evidence