反应 #1702117

反应方程式

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

methanol

acetic acid

NaHCO3

→

desired product

收率 25.0%

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

收率 25.0%

溶剂

water

EtOAc

反应条件

后处理

1. 1
   温度After cooling
2. 2
   过滤the mixture was filtered
3. 3
   洗涤washed with EtOAc
4. 4
   浓缩The filtrate was concentrated under vacuum
5. 5
   其他to give a residue, which
6. 6
   其他The organic layer was dried
7. 7
   浓缩concentrated under vacuum
8. 8
   其他The resulting crude product was then purified by silica gel column chromatography

实验过程

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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