Water → 1-Isopropylaminocarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole

HRID 1586366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1586366
[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].[Cl:7][C:8]1[C:9]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)=[N:10][NH:11][CH:12]=1.C(N(CC)CC)C.O>CN(C=O)C>[CH:1]([NH:4][C:5]([N:11]1[CH:12]=[C:8]([Cl:7])[C:9]([C:13]2[CH:14]=[C:15]([Cl:20])[CH:16]=[C:17]([Cl:19])[CH:18]=2)=[N:10]1)=[O:6])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 61277Isopropyl isocyanateHCID 178478181HCID 178478181, Verbindung

Produkt 1

HCID 218526341-Isopropylaminocarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazoleAusbeute 63,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.95 g (0.011 mol) of isopropyl isocyanate are added, dropwise and at 0° C., to a solution of 2.55 g (0.01 mol) of 4-chloro-3-(3,5-dichlorophenyl)-1H-pyrazole and 1.55 ml (0.011 mol) of triethylamine in 20 ml of anhydrous DMF. Stirring is continued for 2 h at room temperature. The reaction mixture is poured into 100 ml of water and extracted with ethyl acetate. After drying the organic phase and concentration under vacuum, the residue is triturated with 50 ml of heptane, filtered and dried. We obtain 2.10 g of 1-isopropylaminocarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole, melting at 127° C.

Aufarbeitung

  1. customat 0° C.
  2. extractionextracted with ethyl acetate
  3. customAfter drying
  4. concentrationthe organic phase and concentration under vacuum
  5. customthe residue is triturated with 50 ml of heptane
  6. filtrationfiltered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-850f7cfbe8cf44ea8b8fe1a5760a2a29
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05945382

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