Reaktion #2492636

Reaktionsgleichung

ethyl acetate

methylene chloride

N-[2-(4-bromophenylamino)phenyl]benzamide

p-toluenesulfonic acid monohydrate

→

1-(4-bromophenyl)-2-phenyl-1H-benzimidazole

Ausbeute 50.2%

Lösungsmittel

xylene

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 3 hours
2. 2
   Temperaturto cool
3. 3
   Sonstigean insoluble component was removed by filtration
4. 4
   ExtraktionThe organic phase was extracted from the mother filtrate
5. 5
   Waschenwashed with water
6. 6
   Trocknena saturated sodium chloride solution, and dried over anhydrous sodium sulfate
7. 7
   SonstigeThe solvent was then evaporated under reduced pressure
8. 8
   SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

2.1 g (5.7 mmol) of N-[2-(4-bromophenylamino)phenyl]benzamide was suspended in 30 mL of xylene. After the addition of 0.6 g (2.9 mmol) of p-toluenesulfonic acid monohydrate, the mixture was subjected to azeotropic dehydration under reflux for 3 hours. After allowing the reaction solution to cool, ethyl acetate, methylene chloride, and water were added to the reaction solution, and an insoluble component was removed by filtration. The organic phase was extracted from the mother filtrate, washed with water and a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 1.0 g of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole as a slightly pinkish white crystal (yield: 52%).

Quelle