Hydrochloric Acid → HCID 70025339, compound

Participants

Reaction Steps

4-Chlorobenzo[g]quinazoline (107 mg, 0.5 mmol), [R]-1-phenylethylamine (72 mg, 0.6 mmol) and NEt3 (202 mg, 2.0 mmol) in stirred methoxyethanol (2 mL) are heated under N 2 at 100° C. for 90 min. On cooling the reaction mixture is diluted with CHCl3 (10 mL), and is shaken with dilute hydrochloric acid (0.2M, 15 mL). The heavy yellow precipitate is collected by Buchner filtration, rinsed with water (5 mL), and dried in vacuo at 60° C. to give 4-([R]-1-phenylethylamino)benzo[g]quinazoline hydrochloride hydrate (122 mg, 64%) as a yellow solid. 1H NMR (DMSO) δ14.75 (1H brs), 10.85 (1H, d, J=8.0 Hz), 9.61 (1H, s), 8.90 (1H, s), 8.36 (1H, s), 8.18 (1H, d, J=8.2 Hz), 7.82 (1H, t, J=7.6 Hz), 7.74 (1H, t, J=7.4 Hz), 7.56 (2H, d, J=7.5 KHz), 7.39 (2H, t, J=7.6 Hz), 7.30 (1H, t, J=7.4 Hz), 5.92 (1H, pentet, J=7.2 Hz), 1.76 (3H, d, J=7.2 Hz).

Provenance & Evidence