N-bromobutanimide → 7-Bromo-4-methoxy-2-methylsulfanylbenzooxazole

HRID 2186445

Reaktionsgleichung

Reaktionsgleichung von HRID 2186445
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10][C:11]1[C:16]2[N:17]=[C:18]([S:20][CH3:21])[O:19][C:15]=2[CH:14]=[CH:13][CH:12]=1>C(#N)C>[Br:1][C:14]1[C:15]2[O:19][C:18]([S:20][CH3:21])=[N:17][C:16]=2[C:11]([O:10][CH3:9])=[CH:12][CH:13]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 224566644-Methoxy-2-(methylthio)benzo[d]oxazole

Produkt 1

HCID 224566517-Bromo-4-methoxy-2-methylsulfanylbenzooxazoleAusbeute 33,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

N-Bromosuccinimide (2.4 g) was added to a solution of 4-methoxy-2-methylsulfanylbenzooxazole (2.63 g) in acetonitrile (80 ml) and the mixture stirred for 18 hours. It was then partitioned between dichloromethane (200 ml) and water (200 ml). The organics were washed with water (200 ml), dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 10% ethyl acetate in heptane afforded the title compound as a white solid (1.25 g).

Aufarbeitung

  1. customIt was then partitioned between dichloromethane (200 ml) and water (200 ml)
  2. washThe organics were washed with water (200 ml)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo
  6. customPurification by column chromatography on silica eluting with 10% ethyl acetate in heptane

Quellen und Nachweise

ORD-Eintrag
ord-721a3691b2b743c5ae80a1caaa429e33
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06403791B1

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