Reaktion #1259956

Reaktionsgleichung

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

xylene

ethyl acetate

p-toluenesulfonic acid monohydrate

→

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

Ausbeute 52.0%

Lösungsmittel

water

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturthe whole was refluxed
3. 3
   Temperaturunder heating for 3 hours
4. 4
   Temperaturto cool
5. 5
   Filtrationfor filtering insoluble matter out
6. 6
   ExtraktionAn organic layer was extracted from a mother liquor
7. 7
   Waschenwashed with water
8. 8
   Trocknena saturated sodium chloride solution, and dried with anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
10. 10
    SonstigeThe residue was purified by means of silica gel column chromatography

Vorschrift

2.1 g (5.7 mmol) of N-[2-(4-bromophenylamino)phenyl]benzamide were suspended into 30 mL of xylene, 0.6 g (2.9 mmol) of p-toluenesulfonic acid monohydrate was added, and the whole was refluxed under heating for 3 hours. After the resultant had been stood to cool, the reaction solution was added with ethyl acetate, dichloromethane, and water for filtering insoluble matter out. An organic layer was extracted from a mother liquor, washed with water and a saturated sodium chloride solution, and dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by means of silica gel column chromatography to obtain 1.0 g of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole (52% yield).

Quelle