Methyl iodide → HCID 69179594, compound

Participants

Reaction Steps

4-Nitro-N-(3-piperidinopropyl)benzenesulphonamide (Method 14; 1 g, 3.06 mmol) was stirred under nitrogen at ambient temperature. Sodium hydride (60% dispersion in mineral oil) (122 mg, 3.05 mmol) was added in portions. The reaction was stirred for 10 minutes, then iodomethane (210 μl, 3.38 mmol) was added dropwise. After 2 hours, added extra sodium hydride (<30 mg) was added, and the reaction was stirred for 15 minutes, then stood overnight. Volatiles were removed by evaporation, water (20 ml) was added and the solution was extracted with ethyl acetate (2×30 ml). The organic layers were combined, washed with water and the volatiles evaporated to give the title compound (830 mg). NMR: 1.34 (m, 2H), 1.45 (m, 4H), 1.60 (quintet, 2H), 2.19 (m, 2H), 2.24 (m, 4H), 2.72 (s, 3H), 3.02 (t, 2H), 8.02 (d, 2H), 8.40 (d, 2H); m/z: 342.

Provenance & Evidence