Potassium Carbonate → HCID 56592534, Verbindung

HRID 2359261

Reaktionsgleichung

Reaktionsgleichung von HRID 2359261
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[Cl:13][C:14]1[C:15](F)=[CH:16][C:17]([F:27])=[C:18]([CH:26]=1)[C:19]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[O:20].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:13][C:14]1[C:15]([O:12][C:4]2[CH:5]=[CH:6][C:7]([C:8]([F:10])([F:11])[F:9])=[C:2]([Cl:1])[CH:3]=2)=[CH:16][C:17]([F:27])=[C:18]([CH:26]=1)[C:19]([NH:21][S:22]([CH3:25])(=[O:23])=[O:24])=[O:20]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 136091473-Chloro-4-(trifluoromethyl)phenolHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide

Produkt 1

HCID 56592534HCID 56592534, VerbindungAusbeute 4,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To 3-chloro-4-(trifluoromethyl)phenol (Preparation 16, 110 mg, 0.56 mmol) and 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide (Preparation 13, 150 mg, 0.56 mmol) dissolved in dimethylsulfoxide (5 ml) was added potassium carbonate (232 mg, 1.68 mmol) and the mixture stirred at 90° C. for 18 hours under nitrogen. The mixture was poured onto ammonium chloride (aq) and extracted with ethyl acetate (3×20 mL), washed with water (3×20 mL) and dried (MgSO4). Purification of the crude product by silica gel column chromatography using 80% Ethyl acetate in heptane furnished the title compound as white solid (12.2 mg, 4.9%).

Aufarbeitung

  1. additionThe mixture was poured onto ammonium chloride (aq)
  2. extractionextracted with ethyl acetate (3×20 mL)
  3. washwashed with water (3×20 mL)
  4. dry with materialdried (MgSO4)
  5. customPurification of the crude product by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-8bee4fb434a64faeb7dd7f8f9e37ae79
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08685977B2

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