m-Chloroperbenzoic acid → 2-(Chloromethyl)sulfinyl-5-chloropyrimidine

Participants

Reaction Conditions

Reaction Steps

90% m-chloroperbenzoic acid (4.2 mmol) in chloroform (7 ml) was added dropwise over 40 min to a solution of 2-(chloromethyl)thio-5-chloropyrimidine (3.9 mmol) in chloroform (6 ml) with stirring at -5° C. The mixture was allowed to reach room temperature and stirred overnight, washed with 1 M K2CO3, the dried (MgSO4) chloroform solution evaporated and the residue recrystallized from benzene/petroleum ether (60°-80° C.); yield 73%, m.p. 90° C. 1H NMR (CDCl3): δ4.70 and 5.00 (2H-CO2SO, Jgem 10 Hz), 8.84 (H-4, H-6).

Provenance & Evidence