Reacción #450462

ord-9502383a01704f438e73efde5cc03129

Ecuación de reacción

COc1ccc(S(N)(=O)=O)cc1
4-methoxybenzenesulfonamide
O=C(Cl)c1ccc(CCBr)cc1
4-(2-bromoethyl)benzoyl chloride
COc1ccc(S(=O)(=O)NC(=O)c2ccc(CCBr)cc2)cc1
N-[4-(2-bromoethyl)benzoyl]-4-methoxybenzenesulfonamide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaheated
  2. 2
    Temperaturato reflux at which time solution
  3. 3
    TemperaturaThe solution was heated
  4. 4
    Temperaturaat reflux for 16.5 hrs
  5. 5
    Otrowere acidic during reaction
  6. 6
    TemperaturaAfter this time, the solution was cooled
  7. 7
    Concentraciónconcentrated to an oil
  8. 8
    workup.DISSOLUTIONThe oil was dissolved in 3:7 heptane
  9. 9
    Temperaturatoluene and cooled
  10. 10
    OtroSolid crystallized
  11. 11
    Otrowas collected
  12. 12
    Lavadowashed with ligroine
  13. 13
    Otrodried

Procedimiento

A mixture of 18.72 g (0.10 mol) of 4-methoxybenzenesulfonamide, 24.75 g (0.10 mol) of 4-(2-bromoethyl)benzoyl chloride and 200 ml of toluene was stirred and heated to reflux at which time solution was achieved. The solution was heated at reflux for 16.5 hrs. The vapors emitted from the condenser were acidic during reaction. After this time, the solution was cooled and concentrated to an oil. The oil was dissolved in 3:7 heptane:toluene and cooled. Solid crystallized and was collected, washed with ligroine and dried.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05874194uspto-grants-1999_02