Ammonium Chloride → HCID 58203417, compound

Participants

Reaction Steps

To a stirred solution of N-(3,5-dimethyl-phenyl)-N-(3-ethoxymethyl-5-ethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-acetamide (112) (93 mg, 0.26 mmol) in methanol (5 mL), was added sodium methoxide (73 mg, 1.35 mmol). After 4 hrs., the mixture was neutralized with excess NH4Cl and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ethyl acetate:hexane (1:2)) to afford 58 mg (70%) of a white solid. m.p. 175-176° C.; 1H-NMR (200 MHz, CDCl3) δ 0.93 (3H, t, J=7.5 Hz), 1.26 (3H, t, J=7.1 Hz), 2.19 (2H, q, J=7.5 Hz), 2.27 (6H, s), 3.70 (2H, q, J=7.1 Hz), 5.34 (2H, s), 6.42 (1H, s), 6.46 (2H, s), 6.65 (1H, s), 8.64 (1H, s); m/z (EI) 317 (M+).

Provenance & Evidence