Water → HCID 22272449, compound

Participants

Reaction Steps

N-(5-fluoro-2-nitrophenyl)methanesulfonamide compound (5 g, 21 mmol), methyl iodide (3 mL) and potassium carbonate (10 g) were stirred together in DMSO (100 mL) at 80° C. overnight. The reaction was not complete and a further 1 mL of methyl iodide was added. After a further 24 hours at 80° C., water (1000 mL) was added. The solution was decanted from a small amount of sticky residue. The product crystallized out from the aqueous solution (48 hours) and was collected by filtration, washed with water and dried. Yield 3.3 g (63%); 1H NMR (400 MHz, CDCl3) δ 3.04 (s, 3H), 3.30 (s, 3H), 7.20 (m, 1H), 7.31 (dd, J=8.54, 2.68 Hz, 1H), 8.0 (dd, J=9.3, 5.6 Hz, 1H); MS (ESI+) for C8H9FN2O4S m/z 248 M+.

Provenance & Evidence