Thionyl Chloride → 2-(1,5-dihydro-3-trifluoromethyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)-3,3,3-trifluoro-propanoic acid methyl ester

HRID 424912

Reaktionsgleichung

Reaktionsgleichung von HRID 424912
[CH3:1][O:2][C:3](=[O:26])[C:4](O)([C:21]([F:24])([F:23])[F:22])[C:5]1[C:9](=[O:10])[N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:7][C:6]=1[C:17]([F:20])([F:19])[F:18].S(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:26])[C:4](=[C:5]1[C:9](=[O:10])[N:8]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:7]=[C:6]1[C:17]([F:19])([F:20])[F:18])[C:21]([F:24])([F:23])[F:22]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 86639740alpha-hydroxy-2,5-dihydro-5-oxo-1-phenyl-alpha-trifluoromethyl-3-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester

Produkt 1

HCID 866397412-(1,5-dihydro-3-trifluoromethyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)-3,3,3-trifluoro-propanoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a toluene solution (5 ml) of α-hydroxy-2,5-dihydro-5-oxo-1-phenyl-α-trifluoromethyl-3-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester (192 mg, 0.5 mmol), thionyl chloride (0.365 ml, 5.0 mmol) was added and the mixture was stirred under reflux for 3 hours. After concentrating the liquid reaction mixture under reduced pressure, the title compound was obtained as a reddish brown solid (183 mg).

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. concentrationAfter concentrating
  3. customthe liquid reaction mixture under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ccb3fcf94bb48209f410e465df35809
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106086B2

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