Diethyl Ether → HCID 178503974, compound

Participants

Reaction Steps

To a stirred, chilled (+3° C.) suspension of phenyl-thiourea (15.66 g, 0.1029 mol) in absolute ethanol under nitrogen atmosphere was added in one portion methyl iodide (6.4 mL, 0.10 mol), and the mixture was stirred for 1.5 hours. The suspension was allowed to warm to room temperature over 1.5 hours and was stirred. All of the solids dissolved within 5 hours at room temperature to give a yellow solution. After 6 hours a thick off-white precipitate formed. After 40 hours diethyl ether (400 mL) was added dropwise. The solids were filtered off, washed with diethyl ether, and dried in vacuo (25° C.), yield 28.26 g (97%), mp=142°-144° C.

Provenance & Evidence