Methanol → HCID 12051690, compound

Participants

Reaction Conditions

Reaction Steps

Idomethane (Aldrich) (2.8 mL. 45 mmoles) was added to a solution of 5-(4-chlorophenoxy)-2-(mercapto)pyrimidine-4(3H)-one (10.24 g, 40 mmoles) in methanol (52 mL) and 1.0 N aqueous sodium hydride (40 mL). The resultant mixture was stirred at ambient temperature for 5.5 hours, then heated at 60° C. for 30 minutes. The mixture was spin evaporated in vacuo to give a solid, which was triturated with ice-water and then collected by suction filtration. Half of the light brown solid was recrystallized from ethyl acetate and half from ethanol to give 7.06 g (88% yield) of 5-(4-chlorophenoxy)-2(methylmercapto)pyrimidin-4-(3H)-one as a fluffy off-white solid, mp 232-233° C.

Provenance & Evidence