Potassium Carbonate → HCID 11314445, Verbindung

HRID 254203Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254203
O.[SH-].[Na+].[Cl:4][CH2:5][C:6]1([CH3:15])[O:10][N:9]=[C:8]([S:11]([CH3:14])(=O)=O)[CH2:7]1.C(=O)([O-])[O-].[K+].[K+].C(S([O-])=O)O.[Na+].BrC[C:30]1[C:31]([C:37]([F:40])([F:39])[F:38])=[N:32][N:33]([CH3:36])[C:34]=1[Cl:35]>CN(C)C=O.C(OCC)(=O)C.O>[Cl:35][C:34]1[N:33]([CH3:36])[N:32]=[C:31]([C:37]([F:40])([F:39])[F:38])[C:30]=1[CH2:14][S:11][C:8]1[CH2:7][C:6]([CH2:5][Cl:4])([CH3:15])[O:10][N:9]=1

Komponenten

9

Edukt 5

HCID 11430Potassium CarbonateHCID 111952063-Methylsulfonyl-5-chloromethyl-5-methyl-2-isoxazolineHCID 114259074-bromomethyl-5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazoleHCID 16211346Sodium hydrosulfide hydrateHCID 23689980Sodium Formaldehyde Sulfoxylate

Produkt 1

HCID 11314445HCID 11314445, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1.2 g (15.0 mmoles) of sodium hydrosulfide hydrate (purity: 70%) was added into a solution of 2.1 g (10.0 mmoles) of 5-chloromethyl-5-methyl-3-methylsulfonyl-2-isoxazoline dissolved in 20 ml of N,N-dimethylformamide. The mixture was stirred for 2 hours. Then, there were added 2.1 g (15.0 mmoles) of anhydrous potassium carbonate, 2.3 g (15.0 mmoles) of Rongalit and 2.8 g (10.0 mmoles) of 4-bromomethyl-5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazole. The mixture was stirred at room temperature for 2 hours to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water and extraction with ethyl acetate was conducted. The resulting organic layer was washed with an aqueous sodium chloride solution, followed by drying over anhydrous magnesium sulfate. The resulting solution was subjected to reduced pressure distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 3.3 g (yield: 100.0%) of 3-(5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-5-chloromethyl-5-methyl-2-isoxazoline.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 2 hours
  2. customto give rise
  3. customto a reaction
  4. customAfter the completion of the reaction
  5. washThe resulting organic layer was washed with an aqueous sodium chloride solution
  6. dry with materialby drying over anhydrous magnesium sulfate
  7. distillationThe resulting solution was subjected to reduced pressure distillation
  8. customto remove the solvent
  9. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f5449b15f7f64e24b9378363a2e8677e
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875606B2

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