Trichloromethanesulfenyl chloride → HCID 13711665, compound

Participants

Reaction Steps

A mixture of 11.4 g (0.1 mole) 1-methylhydantoin, 1.2 g Aliquat® 336 and 19.5 g (0.1 mole) trichloromethylsulfenyl chloride in 100 ml methylene chloride was stirred vigorously and cooled in an ice bath. To that mixture, 25 g of 20% pre-cooled aqueous sodium hydroxide was added at once; the temperature of the reaction mixture increased from 5° C. to 21° C. Stirring was continued; the ice bath was removed after 5 minutes. The methylene chloride layer was washed with water, dried over magnesium sulfate and stripped to give 24 g of sticky solids. Crystallization from toluene with charcoal treatment gave 8.4 g of the above-identified product, as a white solid, melting point 110°-112° C.

Provenance & Evidence