Reacción #2006426

ord-c618f662dbbb4b3daba72fb92202f9f0

Ecuación de reacción

CI
methyl iodide
O=S(=O)(Nc1ccc(I)cc1)c1ccccc1
compound 28
O=S(=O)(Nc1ccc(I)cc1)c1ccccc1
4-(Benzenesulfonylamino)-phenyl Iodide
O=C([O-])[O-].[K+].[K+]
K2CO3
CNS(=O)(=O)c1ccccc1-c1ccc(I)cc1
title compound
Rendimiento 196.6%
CNS(=O)(=O)c1ccccc1-c1ccc(I)cc1
N-Methyl-4-iodophenylbenzenesulfonamide
Rendimiento 196.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe resulting reaction mixture
  2. 2
    OtroThe solvent is then removed
  3. 3
    workup.ADDITIONwater was added
  4. 4
    ExtracciónThe resulting mixture was extracted with ethyl acetate
  5. 5
    Otrothe combined organic phases were dried
  6. 6
    Concentraciónconcentrated
  7. 7
    OtroPurification by flash chromatography

Procedimiento

To compound 28 (from Example 18) (500 mg, 1.39 mmol) in DMF (10 mL) were added at room temperature K2CO3 (962 mg, 6.96 mmol), followed by methyl iodide (395 mg, 2.78 mmol). The resulting reaction mixture was stirred at room temperature for 16 hours. The solvent is then removed and water was added. The resulting mixture was extracted with ethyl acetate, and the combined organic phases were dried and concentrated. Purification by flash chromatography using hexane:ethyl acetate (8:2) afforded 510 mg (98%) of the title compound as a white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043343E1uspto-grants-2012_05