반응 #1775251

반응 방정식

7,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione

methylamine

→

2-amino-3,4-dichloro-N-methyl-benzamide

용매

DMF

MeOH

반응 조건

후처리

1. 1
   추출extracted with methylene chloride
2. 2
   세척The organic phase was washed with brine
3. 3
   건조dried over by sodium sulfate
4. 4
   농축concentrated

실험 절차

Crude 7,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione (12.8 g) was dissolved in 50 mL of DMF and treated with 35 mL of 2 M methylamine in MeOH. The mixture was stirred at room temperature for 16 hours and extracted with methylene chloride. The organic phase was washed with brine, dried over by sodium sulfate, and concentrated. Chromatography on a silica gel column with methylene chloride and methanol (50:1) gave 1.0 g of 2-amino-3,4-dichloro-N-methyl-benzamide: 1H NMR (300 MHz, CDCl3) δ 7.12 (d, 1H), 6.71 (d, 1H), 6.27 (br, 2H), 6.04 (br, 1H), 2.96 (d, 3H); MS (m/e): 219.2 (M+1).

출처