Potassium Iodide → N-(3-(trifluoromethyl)phenyl)-N-(2-chloro-2-propenyl)cyanamide

HRID 265733

Reaktionsgleichung

Reaktionsgleichung von HRID 265733
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([NH:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[Cl:22][C:23]([CH2:25]Cl)=[CH2:24]>CN(C)C=O>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:4]=[C:5]([N:9]([CH2:25][C:23]([Cl:22])=[CH2:24])[C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 65652,3-DichloropropeneHCID 11430Potassium CarbonateHCID 110741023-(Trifluoromethyl)phenylcyanamide

Produkt 1

HCID 21480055N-(3-(trifluoromethyl)phenyl)-N-(2-chloro-2-propenyl)cyanamideAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

N-(3-(trifluoromethyl)phenyl)cyanamide (18.6 g) was dissolved in N,N-dimethylformamide (DMF) (93.0 g), to which powdered potassium carbonate (20.7 g) and potassium iodide (1.7 g) were added at room temperature with stirring. Further, 2,3-dichloro-1-propene (13.3 g) was added dropwise at room temperature with stirring. The mixture was heated to 50° C. and stirred at the same temperature for 1 hour. After cooling to room temperature, waster was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with water. The solvent was removed by distillation under reduced pressure, which afforded 25.8 g of N-(3-(trifluoromethyl)phenyl)-N-(2-chloro-2-propenyl)cyanamide as an oil (99% yield in appearance). The percentage areas of gas chromatography and liquid chromatography were 98% and 99%, respectively.

Aufarbeitung

  1. additionwere added at room temperature
  2. stirringwith stirring
  3. stirringstirred at the same temperature for 1 hour
  4. temperatureAfter cooling to room temperature
  5. additionwaster was added to the reaction mixture, which
  6. extractionwas then extracted with ethyl acetate
  7. washThe organic layer was washed with water
  8. customThe solvent was removed by distillation under reduced pressure, which

Quellen und Nachweise

ORD-Eintrag
ord-68dee3052fa64740bd0a018fac86481b
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648533

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