Thionyl Chloride → 2-Chloro-4-methyl-1,3-thiazole-5-sulfonyl chloride

Participants

Reaction Steps

150 g (1.12 mol) of 2-chloro-4-methyl-1,3-thiazole are added dropwise at room temperature to a solution of 331 g (2.81 mmol) of thionyl chloride in 653 g (5.61 mmol) of chlorosulphonic acid. The solution is heated to reflux for 48 h. The mixture is then poured into 3 l of ice-water and extracted with 4×400 ml of dichloromethane. The combined organic phases are washed with 2.5 l of water, dried over sodium sulphate and concentrated. Distillation of the crude product results in 233.7 g of product in the form of an oil. (Boiling point 87-96° C., 0.7 mbar, yield 89.6%).

Provenance & Evidence