Nitric Acid → HCID 15278570, Verbindung

HRID 1440129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440129
[Br:1][C:2]1[C:3]([C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=2[F:19])=[N:4][N:5]([CH3:11])[C:6]=1[C:7]([F:10])([F:9])[F:8].[N+:20]([O-])([OH:22])=[O:21]>>[Br:1][C:2]1[C:3]([C:12]2[CH:17]=[C:16]([F:18])[C:15]([N+:20]([O-:22])=[O:21])=[CH:14][C:13]=2[F:19])=[N:4][N:5]([CH3:11])[C:6]=1[C:7]([F:8])([F:9])[F:10]

Komponenten

3

Edukt 2

HCID 944Nitric AcidHCID 110569594-bromo-3-(2,5-difluorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrazole

Produkt 1

HCID 15278570HCID 15278570, VerbindungAusbeute 55 %

Reaktionsbedingungen

Temperatur
28 °C

Versuchsvorschrift

At 15° C., 9.5 g (0.03 mole) 4-bromo-3-(2,5-difluorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrazole was slowly added to 100 mL of fuming nitric acid. The reaction warmed to 28° C. over a period of 20 minutes. The reaction mixture was stirred at 30° C. for 4 hours. The mixture was poured into 500 mL of ice. After stirring for 1 hour, the slurry was extracted 3 times with methylene chloride. The methylene chloride extracts were washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified chromatographically using 10% ethyl acetate in hexane as the eluent to give 5.84 g (55%) of 4-bromo-3-(2,5-difluoro-4-nitrophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrazole as a white solid, mp 45.5° C.

Aufarbeitung

  1. stirringAfter stirring for 1 hour
  2. extractionthe slurry was extracted 3 times with methylene chloride
  3. washThe methylene chloride extracts were washed with water
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified chromatographically

Quellen und Nachweise

ORD-Eintrag
ord-9e62cb2f053b4acba739abc691dc6004
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496956

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