反应 #470390

反应方程式

N1-(2-isopropylphenyl)benzene-1,2-diamine

→

desired product

收率 58.2%

1-(2-isopropylphenyl)-2-phenyl-1H-benzo[d]imidazole

收率 58.2%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度under reflux for 3 hours
2. 2
   温度The reaction mixture was heated up again
3. 3
   温度to reflux overnight
4. 4
   其他Air was bubbled through the reaction
5. 5
   温度while reflux
6. 6
   其他The solvent was evaporated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (200 mL)
8. 8
   其他The crude product was purified by column chromatography
9. 9
   其他The product was further purified
10. 10
    其他by recrystallizing form ethanol

实验过程

N1-(2-isopropylphenyl)benzene-1,2-diamine (20 g, 88 mmol) and benzldehyde (8.5 g, 80 mmol) were reacted in acetonitrile (100 mL) under reflux for 3 hours. The reaction mixture was cooled to room temperature. Ferric chloride (0.13 g, 0.8 mmol) was added. The reaction mixture was heated up again to reflux overnight. Air was bubbled through the reaction while reflux. The solvent was evaporated. The residue was dissolved in dichloromethane (200 mL) and ran through a short silica gel plug. The crude product was purified by column chromatography using dichloromethane to 3% of ethyl acetate in dichloromethane. The product was further purified by recrystallizing form ethanol. 8 g of desired product was obtained.

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