Methanesulfonyl chloride → N-(4-bromo-2-fluorobenzyl)methanesulfonamide

HRID 1428726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428726
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH2:9])=[C:4]([F:10])[CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1.ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][S:12]([CH3:11])(=[O:14])=[O:13])=[C:4]([F:10])[CH:3]=1

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 3770848(4-Bromo-2-fluorophenyl)methanamine

Produkt 1

HCID 70847718N-(4-bromo-2-fluorobenzyl)methanesulfonamideAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (5.834 g, 28.592 mmol) in pyridine were added methanesulfonyl chloride (4.2 mL, 54.325 mmol) at 0° C. The reaction mixture was stirred for 1 h, then diluted with dichloromethane. The mixture was washed with water. The organic layer was dried over magnesium sulfate and filtered. The filtrate was removed in vacuo. The crude was purified by column chromatography to give N-(4-bromo-2-fluorobenzyl)methanesulfonamide (7.597 g, 93%).

Aufarbeitung

  1. washThe mixture was washed with water
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was removed in vacuo
  5. customThe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-fda0fefbfce740f4b2ea26824f85dd6e
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937092B2

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