Water → HCID 12046096, Verbindung

HRID 2120093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120093
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[S:9](Cl)(=[O:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[C:19]([NH2:23])([CH3:22])([CH3:21])[CH3:20].O>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[S:9]([NH:23][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:11])=[O:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6385Tert-ButylamineHCID 11430Potassium CarbonateHCID 120460952,6-dibroMobenzenesulfonyl chloride

Produkt 1

HCID 12046096HCID 12046096, VerbindungAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2,6-dibromobenzenesulfonyl chloride (4.7 g, 14.0 mmol) in tetrahydrofuran (20 mL) was treated with potassium carbonate (5.8 g, 42 mmol) and t-butyl amine (1.2 g, 16.8 mmol). The resulting mixture was stirred at ambient temperature over 18 h then poured into water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 2,6-dibromo-N-(1,1-dimethylethyl) benzenesulfonamide (4.5 g, 87%) as the white solid, which was used without further purification. 1H NMR (CD3OD): δ 1.22 (s, 9H), 7.22 (t, 1H), 7.85 (d, 2H).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d07890a8fa974db5ab49333ffecf0da4
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689770B2

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