Tetrahydrofuran → HCID 53986092, Verbindung

HRID 1599991Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1599991
[CH2:1]([NH:4][C:5]#[N:6])[CH:2]=[CH2:3].[Cl:7][C:8](=[CH:12][C:13]1[CH:18]=[C:17]([C:19]2[C:23]([Cl:24])=[C:22]([O:25][CH:26]([F:28])[F:27])[N:21]([CH3:29])[N:20]=2)[C:16]([Cl:30])=[CH:15][C:14]=1[Cl:31])[C:9](Cl)=[O:10].[O:32]1CCCC1>>[CH2:1]([N:4]([C:5]([NH2:6])=[O:32])[C:9](=[O:10])[C:8]([Cl:7])=[CH:12][C:13]1[CH:18]=[C:17]([C:19]2[C:23]([Cl:24])=[C:22]([O:25][CH:26]([F:28])[F:27])[N:21]([CH3:29])[N:20]=2)[C:16]([Cl:30])=[CH:15][C:14]=1[Cl:31])[CH:2]=[CH2:3]

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 12295222Cyanamide, 2-propenyl-HCID 53725594HCID 53725594, Verbindung

Produkt 1

HCID 53986092HCID 53986092, Verbindung

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

0.36 g (4.4 mmol) of allylcyanamide were added to a suspension of 2 g (4.4 mmol) of 2-chloro-3-(2,4-dichloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)phenyl)Propenoyl chloride and 0.8 g (5.8 mmol) of potassium carbonate(ground) in 50 ml of tetrahydrofuran. The reaction mixture was stirred at 50 to 60° C. for 5 hours and then concentrated. The residue was taken up in ethyl acetate, after which the organic phase was washed with water, dried over magnesium sulfate and concentrated. The crude product was purified by means of column chromatography on silica gel (eluent: ethyl acetate) followed by crystallization from diisopropyl ether. Yield: 0.2 g.

Aufarbeitung

  1. concentrationconcentrated
  2. washafter which the organic phase was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe crude product was purified by means of column chromatography on silica gel (eluent: ethyl acetate)
  6. customfollowed by crystallization from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-91bc213efd4b4ce8b0f2c6135cf38971
Quelldatensatz
uspto-grants-1998_04
Patentnummer
US05744426

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