反応 #72638

反応方程式

2-cyanoaniline

sulfamide

DBU

→

title compound

1H-Benzo[c][1,2,6]thiadiazin-4-amine-2,2-dioxide

溶媒

water

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   抽出extracted three times with EtOAc
3. 3
   その他The aqueous layer was removed under vacuum
4. 4
   その他the residue was purified by chromatography on silica gel eluting with 10% MeOH in dichloromethane

実験手順

A stirred mixture of 2-cyanoaniline (236 mg, 2.0 mmol), sulfamide (192 mg, 2.0 mmol) and DBU (304 mg, 2.0 mmol) was heated at 160° C. under nitrogen for 3 days. After cooling to room temperature, the reaction mixture was diluted with water and extracted three times with EtOAc. The aqueous layer was removed under vacuum and the residue was purified by chromatography on silica gel eluting with 10% MeOH in dichloromethane to give the title compound as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6) δ7.03 (dd, J=0.8, 8.0 Hz, 1H), 7.12 (dt, J=0.8, 8.0 Hz, 1H), 7.56 (dt, J=0.8, 8.0 Hz, 1H), 7.85 (dd, J=0.8, 8.0 Hz, 1H). MS 198 (MH+).

出典