Methanesulfonyl chloride → N-[2-bromo-5-(trifluoromethyl)phenyl]methanesulfonamide

HRID 505671

Reaktionsgleichung

Reaktionsgleichung von HRID 505671
[Br:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:3]=1[NH2:4].[CH3:13][S:14](Cl)(=[O:16])=[O:15]>N1C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:3]=1[NH:4][S:14]([CH3:13])(=[O:16])=[O:15]

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 679892-Bromo-5-(trifluoromethyl)benzenamine

Produkt 1

HCID 59430904N-[2-bromo-5-(trifluoromethyl)phenyl]methanesulfonamideAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 2-bromo-5-trifluoromethylaniline (3.18 g, 13.25 mmol) in pyridine (18 ml) was added methanesulfonyl chloride (1.03 ml, 13.25 mmol) and the mixture was stirred for 6 hours at room temperature. The solvent was removed in vacuo and the residue was diluted with chloroform. The organic layer was washed with water, 1N hydrochloric acid, a saturated sodium hydrogen carbonate solution and saturated brine and dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by recrystallization to give the subject compound (2.18 g, 52%).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. additionthe residue was diluted with chloroform
  3. washThe organic layer was washed with water, 1N hydrochloric acid
  4. dry with materiala saturated sodium hydrogen carbonate solution and saturated brine and dried over anhydrous sodium sulfate
  5. customThe solvent was removed in vacuo
  6. customthe residue was purified by recrystallization

Quellen und Nachweise

ORD-Eintrag
ord-5888ddb31d474185be9e29694440c5d9
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781479B2

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