반응 #470390

반응 방정식

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

→

desired product

수율 58.2%

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

수율 58.2%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도under reflux for 3 hours
2. 2
   온도The reaction mixture was heated up again
3. 3
   온도to reflux overnight
4. 4
   기타Air was bubbled through the reaction
5. 5
   온도while reflux
6. 6
   기타The solvent was evaporated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (200 mL)
8. 8
   기타The crude product was purified by column chromatography
9. 9
   기타The product was further purified
10. 10
    기타by recrystallizing form ethanol

실험 절차

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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