Trichloromethanesulfenyl chloride → HCID 13711662, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 15.6 g (0.1 mole) 1-ethyl-5,5-dimethylhydantoin (the product of Example 3), 19.5 g (0.1 moles) trichloromethylsulfenyl chloride and 1.2 g Aliquat® 336 in 100 ml methylene chloride was stirred vigorously for about 10 minutes. The reaction mixture was cooled to about 7° C. in an ice bath; 25 g (0.125 moles) of pre-cooled 20% aqueous sodium hydroxide were added at once. After the addition, the temperature of the reaction mixture rose to 27° C.; when the temperature returned to about 7° C., the ice bath was removed. The reaction mixture was washed three times with 50 ml ice water, dried over magnesium sulfate and stripped to give a solid. The solid was crystallized twice from toluene with charcoal treatment to give 16.0 g of the above-identified product as a white solid, melting point 141°-142° C.

Provenance & Evidence