Water → HCID 86644457, Verbindung

HRID 2404528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2404528
[C:1]([NH:4][C:5]1[N:9]([C:10]2[CH:15]=[C:14]([S:16][CH2:17][C:18]([F:21])([F:20])[F:19])[C:13]([CH3:22])=[CH:12][C:11]=2[F:23])[N:8]=[C:7]([OH:24])[CH:6]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].FC(F)(C(F)(F)F)C(F)(F)C(S(O[CH2:41][C:42]([F:56])([F:55])[O:43][C:44]([F:54])([F:53])[C:45]([O:48][C:49]([F:52])([F:51])[F:50])([F:47])[F:46])(=O)=O)(F)F.O>CS(C)=O.C(OCC)(=O)C>[C:1]([NH:4][C:5]1[N:9]([C:10]2[CH:15]=[C:14]([S:16][CH2:17][C:18]([F:19])([F:20])[F:21])[C:13]([CH3:22])=[CH:12][C:11]=2[F:23])[N:8]=[C:7]([O:24][CH2:41][C:42]([F:55])([F:56])[O:43][C:44]([F:53])([F:54])[C:45]([O:48][C:49]([F:50])([F:51])[F:52])([F:47])[F:46])[CH:6]=1)(=[O:3])[CH3:2]

Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 86644458HCID 86644458, VerbindungHCID 178474353HCID 178474353, Verbindung

Produkt 1

HCID 86644457HCID 86644457, VerbindungAusbeute 77,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

0.5 g of 5-acetylamino-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxypyrazole was dissolved in 10 mL of dimethylsulfoxide, and 0.28 g of potassium carbonate and 1.0 g of 2,2-difluoro-2-{2-trifluoromethoxy-(1,1,2,2-tetrafluoroethoxy)}ethyl nonafluorobutylsulfonate were added, followed by stirring at room temperature for 12 hours. After completion of the reaction, the reaction solution was poured into water, extraction with ethyl acetate was carried out, and after washing with a saturated salt solution, the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the obtained residue was purified by column chromatography (ethyl acetate:hexane=1:4) to obtain 0.67 g of 5-acetylamino-3-[2,2-difluoro-2-{2-trifluoromethoxy-(1,1,2,2-tetrafluoroethoxy)}ethoxy]-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}pyrazole.

Aufarbeitung

  1. customAfter completion of the reaction
  2. washafter washing with a saturated salt solution
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe obtained residue was purified by column chromatography (ethyl acetate:hexane=1:4)

Quellen und Nachweise

ORD-Eintrag
ord-f9696951b94a48298e6f7dd3529c4805
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802713B2

Notizen zur Reaktion

Wird geladen…