반응 #72638

반응 방정식

2-cyanoaniline

sulfamide

DBU

→

title compound

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

용매

water

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출extracted three times with EtOAc
3. 3
   기타The aqueous layer was removed under vacuum
4. 4
   기타the residue was purified by chromatography on silica gel eluting with 10% MeOH in dichloromethane

실험 절차

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+).

출처