Reaction #1755454

Reaction equation

sodium hydride

benzimidazole

sodium hydride

4-chlorophenyl phenylsulfone

→

1-(4′-phenylsulfonylphenyl)-benzimidazole

Yield 91.0%

Solvents

DMF

Conditions

Workup

1. 1
   TemperatureAfter cooling to room temperature
2. 2
   FiltrationPrecipitated product is filtered off
3. 3
   Washwashed with water

Procedure

To a solution of benzimidazole (11.8 g, 0.10 mol) in DMF (500 ml) is added, at room temperature under nitrogen, sodium hydride (60% in mineral oil, 4.4 g, 0.11 mol), and the mixture is stirred for 10 min. The mixture is admixed with 4-chlorophenyl phenylsulfone (26.1 g, 0.10 mol) and stirred at 100° C. for 16 h. After again adding sodium hydride (60% in mineral oil, 2.0 g, 0.05 mol) at room temperature, the mixture is stirred at 130° C. for 16 h. After cooling to room temperature, the mixture is added to ice-water. Precipitated product is filtered off and washed with water. Yield: 91%.

Source