Methanesulfonyl chloride → N-[(4-bromophenyl)methyl]methanesulfonamide

HRID 1842982Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842982
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH2:9])=[CH:4][CH:3]=1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1.ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][S:11]([CH3:10])(=[O:13])=[O:12])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 775714-Bromobenzylamine

Produkt 1

HCID 19027423N-[(4-bromophenyl)methyl]methanesulfonamideAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (4-bromophenyl)methanamine (500 mg, 2.687 mmol) in pyridine were added methanesulfonyl chloride (0.4 mL, 5.106 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 (MgSO4) and filtered. The solvent removed in vacuo. The crude product was purified by CC. N-(4-bromobenzyl)methanesulfonamide (675 mg) was obtained (95% yield).

Aufarbeitung

  1. washThe mixture was washed with water
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. customThe solvent removed in vacuo
  5. customThe crude product was purified by CC

Quellen und Nachweise

ORD-Eintrag
ord-35ab45cc85a9468f8169969d6b950cf5
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946204B2

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