반응 #2608

반응 방정식

sodium hydroxide

potassium cyanate

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

sodium bicarbonate

→

title compound

수율 48.4%

4-Ureido-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

수율 48.4%

용매

acetic acid water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The resulting organic layer was washed with water and saturated brine
3. 3
   건조dried on anhydrous sodium sulfate
4. 4
   기타Thereafter, the solvent was removed by evaporation
5. 5
   기타the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1)
6. 6
   기타recrystallized from ethyl acetate-ether

실험 절차

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide (237.2 mg, 0.50 mmol) was dissolved in acetic acid-water (1:2, 1.8 ml) to which was subsequently added dropwise an aqueous solution (0.5 ml) of potassium cyanate (81.1 mg, 0.90 mmol) After 3 hours of stirring at room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution, alkanized with 10% sodium hydroxide aqueous solution and then extracted with ethyl acetate. The resulting organic layer was washed with water and saturated brine, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1) and recrystallized from ethyl acetate-ether to obtain 125.6 mg (48.4%) of the title compound in a colorless powder form.

출처