Reaction #470387

Reaction equation

N1-phenylbenzene-1,2-diamine

benzaldehyde

→

desired product

Yield 37.0%

1,2-diphenyl-1H-benzo[d]imidazole

Yield 37.0%

Solvents

methoxylethanol

Conditions

Workup

1. 1
   TemperatureThe mixture was heated up
2. 2
   Temperatureto reflux for 48 hours
3. 3
   Otherthe solvent was evaporated
4. 4
   OtherThe residue was purified by column chromatography

Procedure

N1-phenylbenzene-1,2-diamine (4.15 g, 22 mmol) and benzaldehyde (2.1 g, 20 mmol) were mixed with methoxylethanol (60 ml) in a three-neck flask. The mixture was heated up to reflux for 48 hours. After cooled to room temperature, the solvent was evaporated. The residue was purified by column chromatography using dichloromethane to 5% of ethyl acetate in dichloromethane as eluent. 2 g of desired product was obtained.

Source