تفاعل #2381

معادلة التفاعل

4-tert-butyl-N-{5-(4-methylphenyl)-6-[2-(4-nitrophenoxy)ethoxy]pyrimidin-4-yl}benzenesulfonamide

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N-{6-[2-(4-aminophenoxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

المردود 98.7%

المذيبات

ethanol tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىis subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere
2. 2
   أخرىfor two hours
3. 3
   أخرىThe catalyst is removed by filtration
4. 4
   تركيزthe filtrate is concentrated
5. 5
   أخرىThe residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
6. 6
   أخرىrecrystallized from ethyl acetate/diisopropyl ether

الإجراء التجريبي

A mixture of 4-tert-butyl-N-{5-(4-methylphenyl)-6-[2-(4-nitrophenoxy)ethoxy]pyrimidin-4-yl}benzenesulfonamide (383 mg), 10% palladium-carbon (50 mg) and ethanol-tetrahydrofuran (6 ml-3 ml) is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere (1 atm) for two hours. The catalyst is removed by filtration, and the filtrate is concentrated. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and recrystallized from ethyl acetate/diisopropyl ether to give N-{6-[2-(4-aminophenoxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (358 mg).

المصدر