Methyl iodide → HCID 178469908, compound

Participants

Reaction Steps

To a mixture of ethyl 2-mercapto-4-imidazole carboxylate (II) (49.82 g, 289 mmol) and K2CO3 (79.92 g, 579 mmol) in DMF (1500 mL) was added MeI (18.55 mL, 298 mmol) at room temperature, with stirring. After 18 hrs, it was filtered. The filtrate was concentrated under high vacuum to remove DMF. The residue was then filtered through a silica gel pad with EtOAc, and concentrated. PhMe (200 mL) was then added, followed by addition of Hexanes (1000 mL), precipitating III (50.5 g, 94%) as a yellow solid. 1H NMR (CDCl3, 400 MHz): 7.69 (s, 1H), 4.35 (q, J=7.1 Hz, 2H), 2.67 (s, 3H), 1.35 (t, J=7.1 Hz, 3H).

Provenance & Evidence