Reaktion #2006426

ord-c618f662dbbb4b3daba72fb92202f9f0

Reaktionsgleichung

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
Ausbeute 196.6%
CNS(=O)(=O)c1ccccc1-c1ccc(I)cc1
N-Methyl-4-iodophenylbenzenesulfonamide
Ausbeute 196.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resulting reaction mixture
  2. 2
    SonstigeThe solvent is then removed
  3. 3
    workup.ADDITIONwater was added
  4. 4
    ExtraktionThe resulting mixture was extracted with ethyl acetate
  5. 5
    Sonstigethe combined organic phases were dried
  6. 6
    Einengenconcentrated
  7. 7
    SonstigePurification by flash chromatography

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE043343E1uspto-grants-2012_05