반응 #1343250

반응 방정식

2-chloro-N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)-4-nitrobenzenesulfonamide

→

title product

수율 7.8%

4-Amino-2-chloro-N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)benzenesulfonamide

수율 7.8%

용매

AcOH

반응 조건

후처리

1. 1
   여과The mixture was filtered
2. 2
   세척washed with EtOAc
3. 3
   기타AcOH, and evaporated under vacuum
4. 4
   기타Preparative HPLC was applied for the purification

실험 절차

A mixture of 2-chloro-N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)-4-nitrobenzenesulfonamide (0.5 g, 1.3 mmol), iron powder (0.36 g, 6.5 mmol) in AcOH (10 mL) was heated to 50° C. over night and monitored by LC/MS. The mixture was filtered, washed with EtOAc then AcOH, and evaporated under vacuum. Preparative HPLC was applied for the purification and give title product as yellow powder yield 36.3 mg (2%). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 9.71 (s, 1H), 7.64 (d, J=8 Hz, 1H), 7.44 (d, J=8.8 Hz, 1H), 7.20 (d, J=10 Hz, 1H), 6.65 (d, J=2 Hz, 1H), 6.41 (dd, J=8.8, 2.4 Hz, 1H), 4.88 (s, 2H); MS (ESI): m/z=355.0 (M−H, negative).

출처