Methyl iodide → methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide

Participants

Reaction Conditions

Reaction Steps

Step A (5): Iodomethane (0.890 mL, 14.3 mmol) was added to a solution of 1-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)thiourea (3.85 g, 13.6 mmol) in absolute ethanol (100 mL). The resulting mixture was heated at 70° C. for 3 h. After cooling to rt, the reaction was concentrated in vacuo. The residual volatiles were removed in vacuo to afford methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide (6.32 g, 109% yield) as a white solid. LC-MS (M+H)+ 297.1. 1H NMR (500 MHz, methanol-d4) δ ppm 7.86 (d, J=1.22 Hz, 1 H) 7.55 (d, J=8.24 Hz, 1 H) 7.40 (d, J=1.22 Hz, 1 H) 7.28 (d, J=2.14 Hz, 1 H) 7.08 (dd, J=8.39, 2.29 Hz, 1 H) 3.94 (s, 3 H) 2.76 (s, 3 H).

Provenance & Evidence