반응 #157792

반응 방정식

sodium bicarbonate

ethyl acetate

potassium cyanate

6-[(E)-1-(4-aminophenyl)-2-cyclopentylethenyl]-3-chloropyridin-2(1H)-one

→

title compound

수율 21.3%

1-{4-[(E)-1-(5-Chloro-6-oxo-1,6-dihydropyridin-2-yl)-2-cyclopentylethenyl]phenyl}urea

수율 21.3%

용매

water

acetic acid

water

반응 조건

후처리

1. 1
   기타The organic layer was separated
2. 2
   세척washed with saturated aqueous sodium bicarbonate and brine
3. 3
   건조dried over sodium sulfate
4. 4
   여과After filtration
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타the residue was purified by silica gel column chromatography (chloroform:methanol=9:1→8:2)
7. 7
   여과This was powdered with ethyl acetate, and filtration operation

실험 절차

A solution of potassium cyanate (41 mg) in water (2 mL) was added to a solution of 6-[(E)-1-(4-aminophenyl)-2-cyclopentylethenyl]-3-chloropyridin-2(1H)-one obtained in Example 1-105(1) (153 mg) in acetic acid (2 mL)-water (1 mL), and the mixture was stirred at room temperature for 30 minutes. Saturated aqueous sodium bicarbonate and ethyl acetate were sequentially added to the reaction solution. The organic layer was separated, washed with saturated aqueous sodium bicarbonate and brine and dried over sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform:methanol=9:1→8:2). This was powdered with ethyl acetate, and filtration operation gave the title compound as a light yellow powder (37 mg, 21%).

출처