Potassium Iodide → HCID 53392258, compound

Participants

Reaction Steps

1-(3-chloropropyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one (300 mg, 1.12 mmol), dimethylamine hydrochloride (911 mg, 11.16 mmol), potassium iodide (1.85 g, 11.16 mmol) and potassium carbonate (1.54 g, 11.16 mmol) were weighed into an argon purged vial fitted with a magnetic stirbar. Anhydrous acetonitrile was added, and the yellow suspension stirred at room temperature for 18 hours. The reaction was placed in a heating block at a temperature of 60° C. for 2 hours. After cooling to room temperature, the reaction was filtered through celite and the celite pad washed with methanol and the filtrate concentrated to afford a yellow solid. No further purification was performed. Yield: 520 mg crude material. 1H NMR (DMSO) δ: 8.11 (d, J=2.4 Hz, 1H), 8.06 (dd, J=2.7 Hz, 9.3 Hz, 1H), 7.41 (d, J=9 Hz, 1H), 3.94 (t, J=7.2 Hz, 2H), 2.99 (t, J=6.9 Hz, 2H), 2.73 (s, 6H), 2.59 (t, J=8.1 Hz, 2H), 2.45 (t, J=1.5 Hz, 2H), 1.86 (t, J=7.5 Hz, 2H). MS (ESI): 278.1 (M+1).

Provenance & Evidence