n-[2-(Ethylamino)ethyl]phthalimide hydrochloride salt → N-[2-(ethylamino)ethyl]phthalimide

Participants

Reaction Steps

A suspension of N-[2-(ethylamino)ethyl]phthalimide hydrochloride salt (1) (2.00 g, 7.86 mmol) (Jones, J. H.; Holtz, W. J.; Cragoe, E. J. 6-Substituted 5-chloro-1,3-dihydro-2H-imidazo[4,5-b]pyrazin-2-ones with hypotensive activity. J. Med. Chem. 1973, 16, 537-42) in dichloromethane (100 mL) was washed with a 5% aqueous sodium carbonate solution (5 mL). The mixture was extracted with dichloromethane (40 mL). The organic layers were combined, dried on magnesium sulfate, filtered and evaporated under vacuum to give compound 2 (1.41 g, 6.47 mmol) as a yellow solid. Yield 82%; mp 111-113° C. (dec.); IR (KBr) ν 1292, 1395, 1430, 1541, 1637, 1712, 2929, 3200-3600 cm−; 1H NMR (200 MHz, CDCl3) δ 1.07 (t, 3H, J=7.1 Hz), 2.68 (q, 2H, J=7.1 Hz), 2.92 (t, 2H, J=6.5 Hz), 3.81 (t, 2H, J=6.5 Hz), 7.68 (m, 2H), 7.82 (m, 2H).

Provenance & Evidence