Acetaminophen → 2-Chloro-6-(4-acetamidophenyl-oxy)-pyrazine

Participants

Reaction Steps

Using Method DD with 2,6-dichloropyrazine (200 mg, 1.34 mmol) and 4-acetamidophenol (202 mg, 1.49 mmol), and crystallisation in AcOEt, the title compound was obtained (327 mg). Yield: 92%. 1H NMR (250 MHz, DMSO-d6) δ 2.12 (s, 3H, CH3—NH), 7.25 (d, 2H, Harom 3+5, J=8.9 Hz), 7.71 (d, 2H, Harom 2+6, J=8.9 Hz), 8.55 (s, 1H, HPz 5), 8.57 (s, 1H, HPz 3), 10.10 (s, 1H, NH). m/z: 264.0 [(M+H)+, calcd for C12H10ClN3O2 263.0].

Provenance & Evidence