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

HRID 1428722Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428722
[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 was 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 removed in vacuo. The crude was purified by column chromatography. N-(4-bromo-2-fluorobenzyl)methanesulfonamide (7.597 g) was obtained as 93% yield.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-6db461efc2d94a5da7a413f9b4cebbf5
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937092B2

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