1-[(2-Chloroethoxy)methyl]-5-methyl-2,4(1H,3H)-pyrimidinedione → Ethanethioic acid, S-[2-[[-5-methyl-2,4(1H,3H)-pyrimidinedione-1-yl]methoxy]ethyl] ester

Participants

Reaction Steps

92.0 mg (421 μmol) 1-[(2-chloroethoxy)methyl]-5-methyl-2,4(1H,3H)-pyrimidinedione were suspended in 6 ml acetone and 60.1 mg (526 μmol) potassium thioacetate were added and the reaction mixture was heated to reflux for 6 hours. The suspension was concentrated in vacuo and ethyl acetate was added. The organic layer was washed with water, dried over Na2SO4 and evaporated. The crude product was purified by flash chromatography on silica gel (ethyl acetate/hexane 9:1) to give 73 mg of the desired product. MS (ISP): 259.1 (MH+), 281.1 (MNa+). 1H-NMR (DMSO-d6): 1.76 (d, 3H), 2.32 (s, 3H), 3.01 (t, 2H), 3.58 (t, 2H), 5.04 (s, 2H), 7.57 (d, 1H), 11.32 (s, br, 1H).

Provenance & Evidence