Methanol → HCID 67994783, compound

Participants

Reaction Steps

To a solution of 5-bromomethyl-2-methoxy-3-nitropyridine (4.92 g, 0.02 mol) in methanol (50 mL), mercaptomethyl acetate (2.7 mL, 0.03 mol) and sodium carbonate (2.12 g, 0.02 mol) were added at room temperature and stirred for 1 h. After evaporated to dryness, the mixture was dissolved in ethyl acetate (200 mL), filtered and concentrated under reduced pressure. Recrystallisation from EtOH (50 mL) gave the pure product as a pale green solid (3.99 g, 73%). M.p. 57-60° C.; 1H-NMR (DMSO-d6): δ 3.32 (s, 2H, CH2), 3.59 (s, 3H, OCH3), 3.90 (s, 2H, CH2), 4.03 (s, 3H, OCH3), 8.42 (d, 1H, J=2.0 Hz, Py-H), 8.44 (d, 1H, J=2.0 Hz, Py-H); 13C-NMR (DMSO-d6): δ 31.62, 32.60, 52.54, 55, 17, 128.35, 133.77, 136.05, 152.14, 155.16, 170.74; HR-MS (ESI+) m/z: 273.0573 [M+H]+; C7H6N2O3 requires 272.0467.

Provenance & Evidence