Reacción #1755454

ord-281a9fa326384db1b48a889046ecc214

Ecuación de reacción

[H-].[Na+]
sodium hydride
c1ccc2[nH]cnc2c1
benzimidazole
[H-].[Na+]
sodium hydride
O=S(=O)(c1ccccc1-c1ccc(Cl)cc1)c1ccccc1-c1ccc(Cl)cc1
4-chlorophenyl phenylsulfone
O=S(=O)(c1ccccc1)c1ccc(-n2cnc3ccccc32)cc1
1-(4′-phenylsulfonylphenyl)-benzimidazole
Rendimiento 91.0%

Disolventes

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling to room temperature
  2. 2
    FiltraciónPrecipitated product is filtered off
  3. 3
    Lavadowashed with water

Procedimiento

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%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07989091B2uspto-grants-2011_08