تفاعل #1702117

معادلة التفاعل

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

methanol

acetic acid

NaHCO3

→

desired product

المردود 25.0%

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

المردود 25.0%

المذيبات

water

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   ترشيحthe mixture was filtered
3. 3
   غسيلwashed with EtOAc
4. 4
   تركيزThe filtrate was concentrated under vacuum
5. 5
   أخرىto give a residue, which
6. 6
   أخرىThe organic layer was dried
7. 7
   تركيزconcentrated under vacuum
8. 8
   أخرىThe resulting crude product was then purified by silica gel column chromatography

الإجراء التجريبي

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.

المصدر