반응 #1702117

반응 방정식

N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzenesulfonamide

methanol

acetic acid

NaHCO3

→

desired product

수율 25.0%

3-Amino-N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)benzenesulfonamide

수율 25.0%

용매

water

EtOAc

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   여과the mixture was filtered
3. 3
   세척washed with EtOAc
4. 4
   농축The filtrate was concentrated under vacuum
5. 5
   기타to give a residue, which
6. 6
   기타The organic layer was dried
7. 7
   농축concentrated under vacuum
8. 8
   기타The resulting crude product was then purified by silica gel column chromatography

실험 절차

Into a reaction flask was added N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzenesulfonamide (0.20 g, 0.44 mmol), methanol (20 mL), acetic acid (2.0 mL), and water (1 mL). Then iron (0.25 g, 4.5 mmol) powder was added. The reaction mixture was heated at 70° C. for 2 hours. After cooling, the mixture was filtered and washed with EtOAc. The filtrate was concentrated under vacuum to give a residue, which was treated with NaHCO3 (saturated aqueous solution) and EtOAc. The organic layer was dried and concentrated under vacuum. The resulting crude product was then purified by silica gel column chromatography to provide the desired product (46 mg, 25%). LCMS for C17H16Cl2N5O2S (M+H)+: m/z=424.0, 426.0.

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