4,4,4-Trifluoro-3-oxobutanenitrile → HCID 70816398, Verbindung

HRID 1842890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842890
[F:1][C:2]([F:9])([F:8])[C:3](=O)[CH2:4][C:5]#[N:6].[Cl:10][C:11]1[C:12]([O:19][CH3:20])=[C:13]([NH:17][NH2:18])[CH:14]=[CH:15][CH:16]=1>C(O)C>[Cl:10][C:11]1[C:12]([O:19][CH3:20])=[C:13]([N:17]2[C:5]([NH2:6])=[CH:4][C:3]([C:2]([F:9])([F:8])[F:1])=[N:18]2)[CH:14]=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 138435404,4,4-Trifluoro-3-oxobutanenitrileHCID 86672143HCID 86672143, Verbindung

Produkt 1

HCID 70816398HCID 70816398, VerbindungAusbeute 24,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 4,4,4-trifluoro-3-oxobutanenitrile (1.64 g, 11.96 mmol, 1.0 eq) in ethanol (15 mL) was added (3-chloro-2-methoxyphenyl)hydrazine (2.5 g, 11.96 mmol, 1.0 eq) and the mixture was refluxed for 3 h. Ethanol was evaporated, the mixture diluted with water and extracted with ethyl acetate (300 mL×2), dried (Na2SO4), evaporated again under vacuum. The crude product was purified by CC using EtOAc/PE (1:4) as eluent to get 1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine (0.84 g, 24%, yellow oil; TLC system: EtOAc/PE (2:3), Rf: 0.5).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 3 h
  2. customEthanol was evaporated
  3. additionthe mixture diluted with water
  4. extractionextracted with ethyl acetate (300 mL×2)
  5. dry with materialdried (Na2SO4)
  6. customevaporated again under vacuum
  7. customThe crude product was purified by CC

Quellen und Nachweise

ORD-Eintrag
ord-ca68d1725d5c4a96a18a31cfb6dc4343
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946204B2

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