تفاعل #470390

معادلة التفاعل

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

→

desired product

المردود 58.2%

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

المردود 58.2%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux for 3 hours
2. 2
   درجة الحرارةThe reaction mixture was heated up again
3. 3
   درجة الحرارةto reflux overnight
4. 4
   أخرىAir was bubbled through the reaction
5. 5
   درجة الحرارةwhile reflux
6. 6
   أخرىThe solvent was evaporated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (200 mL)
8. 8
   أخرىThe crude product was purified by column chromatography
9. 9
   أخرىThe product was further purified
10. 10
    أخرىby recrystallizing form ethanol

الإجراء التجريبي

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.

المصدر