반응 #80588

반응 방정식

4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

sodium bicarbonate

1-bromo-3-[(4-chlorophenoxy)phenyl]-2-propanone

→

2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl)phenyl]-4-[(4-chlorophenoxy)methyl]-4,5-dihydro-1H-imidazole

수율 35.5%

용매

acetone

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도After heating
3. 3
   온도to reflux for 24 hours
4. 4
   여과the reaction mixture was filtered
5. 5
   세척washed with acetone
6. 6
   농축concentrated in vacuo
7. 7
   기타The crude mixture (2.5 g) was chromatographed (silica gel, toluene/ethyl acetate, 1/1)

실험 절차

To a mixture of 4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (Example 1, Step 1) (1 g, 3.24 mmol) and sodium bicarbonate (550 mg, 6.5 mmol) in acetone (100 mL), 1-bromo-3-[(4-chlorophenoxy)phenyl]-2-propanone from Step 2 (1.5 g, 5.8 mmol) was added. After heating to reflux for 24 hours, the reaction mixture was filtered, washed with acetone and concentrated in vacuo. The crude mixture (2.5 g) was chromatographed (silica gel, toluene/ethyl acetate, 1/1) to give 2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl)phenyl]-4-[(4-chlorophenoxy)methyl]-4,5-dihydro-1H-imidazole (565 mg, 35%) as a white solid.

출처