Reaktion #48830

ord-b692961d75f642889f4ac786d8c9eff8

Reaktionsgleichung

O=S(=O)(Cl)c1cc(F)c(F)cc1Cl
2-Chloro-4,5-difluorobenzenesulfonyl chloride
O=S([O-])[O-].[Na+].[Na+]
sodium sulfite
O=C([O-])O.[Na+]
sodium bicarbonate
O=C(O)CBr
bromoacetic acid
CS(=O)(=O)c1cc(F)c(F)cc1Cl
desired compound
Ausbeute 48.0%
CS(=O)(=O)c1cc(F)c(F)cc1Cl
1-Chloro-4,5-difluoro-2-(methylsulfonyl)benzene
Ausbeute 48.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    Temperaturheated to 150° C. for 300 seconds
  3. 3
    Temperaturto cool
  4. 4
    Sonstigewas removed by filtration
  5. 5
    Sonstigedried in vacuo

Vorschrift

2-Chloro-4,5-difluorobenzenesulfonyl chloride (300 mg) was added to a solution of sodium sulfite (306 mg) and sodium bicarbonate (153 mg) in water (4 mL). The mixture was heated to 150° C. in a sealed microwave vial for 400 seconds and allowed to cool. The mixture was treated with bromoacetic acid (253 mg) in water (1 mL), and heated to 150° C. for 300 seconds then allowed to cool, following which the precipitate was removed by filtration and dried in vacuo to give the desired compound (132 mg). The material was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745475B2uspto-grants-2010_06