反应详情

2-(Propylaminocarbonyl)-2-(phenylmethyl)hydrazine carboxylic acid, 1,1-dimethylethyl ester (2.33 g, 7.58 mmol) was dissolved in dichloromethane (25 mL). Methanesulfonic acid (615 μL, 9.48 mmol) was added in one portion and the solution was allowed to stir at rt overnight. The solution was heated to reflux for 8 h, then concentrated to afford the title compound as a crude white solid (2.47 g, 107%): mp 78.1-82.9° C.; 1H NMR (DMSO-d6) δ 9.7 (br s, 3H), 7.61 (br s, 1H), 7.38 (t, 1H, J=8 Hz), 7.32 (m, 4H), 4.74 (s, 2H), 3.07 (t, 2H, J=8 Hz), 2.38 (s, 3H), 1.43, (quint, 2H, J=8 Hz), 0.81 (t, 3H, J=8 Hz); 13C NMR (DMSO-d6) δ 157.5, 135.6, 129.3, 128.7, 128.6, 52.8, 42.7, 40.3, 23.3, 11.9; IR (CHCl3) 3009, 1691, 1543, 1196 cm−1; Exact Mass Calcd. For C11H17N3O: 208.1450. Found: 208.1462.

1. temperatureThe solution was heated
2. temperatureto reflux for 8 h
3. concentrationconcentrated