Dibromomethane → 2-[1,3]Dithietan-2-ylidene-1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanone

HRID 38082

Reaktionsgleichung

Reaktionsgleichung von HRID 38082
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[C:24](=[S:26])=[S:25].Br[CH2:28]Br>CS(C)=O.O>[S:25]1[CH2:28][S:26][C:24]1=[C:10]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:17]

Komponenten

7

Edukt 4

HCID 3024DibromomethaneHCID 6348Carbon DisulfideHCID 11430Potassium CarbonateHCID 112762281-(3-Methoxyphenyl)-2-(4-pyridyl)ethanone

Produkt 1

HCID 866585382-[1,3]Dithietan-2-ylidene-1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanoneAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanone (1 g, 4.40 mmol) in dry DMSO (22 mL) under nitrogen atmosphere solid potassium carbonate (1.8 g, 13.20 mmol, 3 eq) was added at room temperature, followed by carbon disulfide (0.796 mL, 13.20 mmol, 3 eq) and dibromomethane (0.926 mL, 13.20 mmol, 3 eq). The reaction mixture was stirred at room temperature for 3 hour and then poured into stirred iced water (150 mL). The yellow precipitate was filtered, washed with water and dried at 60° C. under reduced pressure for 1 hour to give 1.18 g (83%) of 2-[1,3]dithietan-2-ylidene-1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanone.

Aufarbeitung

  1. additionpoured
  2. filtrationThe yellow precipitate was filtered
  3. washwashed with water
  4. customdried at 60° C. under reduced pressure for 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-3e55703534c3446d9a70a19b91ef85a3
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524707B2

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