Beta-Alanine → 15728-05-9

Participants

Reaction Steps

3-nitrophthalic anhydride (0.5 g, 0.0026 mol) and β-alanine (0.23 g, 0.0026 mol) were refluxed as above overnight. The clear solution was purified as per 120 to yield 0.55 g (80%) 121 as a pale yellow powder: mp=146–148° C.; Rf 0.73 (A): Rf 0.87 (C): Rf 0.57 (D): 1H NMR (DMSO-d6) δ 2.60 (t, J=7.4 Hz, 2H), 3.78 (t, J=7.4 Hz, 2H), 8.07 (dd, J=7.5, 8.0 Hz, 1H), 8.16 (d, J=7.5 Hz, 1H), 8.27 (d, J=8.0, 1H); IR (cm−1): 2800–3200 (OH), 3097 (C═CH), 2620 (C—H), 1781 (C═O), 1725 (bs, C═O), 1617 (C═C), 1545 (N═O), 1468 (C═C), 1450 (C═C), 1395 (C—O), 1360 (N═O), 1235 (C—O), 723 (C═CH); MS m/z (rel intensity) 264 (76), 263 (100), 191 (90).

Provenance & Evidence