반응 #90468

반응 방정식

KOH

3,6-dibromo-9-(3-bromopropyl)-9H-carbazole

2-nitro-N-phenylbenzenesulfonamide

→

white solid

수율 35.5%

N-(3-(3,6-dibromo-9H-carbazol-9-yl)propyl)-2-nitro-N-phenylbenzenesulfonamide

수율 35.5%

용매

EtOAc

DMF

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGwas stirred at room temperature overnight
2. 2
   기타The crude reaction mixture
3. 3
   세척washed with water 5×10 mL
4. 4
   건조The organic layer was dried over anhydrous Na2SO4
5. 5
   기타evaporated
6. 6
   기타to afford the crude product, which

실험 절차

Crushed KOH (0.0024 g, 0.0431 mmol) was added to 2-nitro-N-phenylbenzenesulfonamide (0.0100 g, 0.0359 mmol) in 0.2 mL DMF solution and the mixture was stirred for 30 min. 3,6-dibromo-9-(3-bromopropyl)-9H-carbazole (Example 35, 0.0240 g, 0.0538 mmol) in 0.3 mL DMF solution was added dropwise into the mixture and it was stirred at room temperature overnight. The crude reaction mixture was diluted with 20 mL EtOAc and washed with water 5×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.0082 g white solid as impure product, purity 66.9% (impurity is starting Ns-aniline; used without additional purification), yield 35.5%.

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