Phosphorus oxychloride → 2-Chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridine

HRID 1831550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1831550
O=P(Cl)(Cl)[Cl:3].[Cl:6][C:7]1[CH:12]=[C:11]([O:13][CH:14]([F:16])[F:15])[CH:10]=[CH:9][C:8]=1[C:17]1[CH:18]([N+:24]([O-:26])=[O:25])[C:19](=O)[N:20]=[CH:21][CH:22]=1>CN(C=O)C>[Cl:3][CH:19]1[CH:18]([N+:24]([O-:26])=[O:25])[C:17]([C:8]2[CH:9]=[CH:10][C:11]([O:13][CH:14]([F:16])[F:15])=[CH:12][C:7]=2[Cl:6])=[CH:22][CH:21]=[N:20]1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 220521384-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-one

Produkt 1

HCID 220520842-Chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridineAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 10 mL of POCl3 was added 4-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-one (0.20 g, 0.63 mmol), followed by the addition of DMF (1–2 mL) and the reaction refluxed overnight. The reaction mixture was cooled to room temperature and poured over ice/H2O (200 mL). The solution was extracted with EtOAc, washed H2O, brine, dried Na2SO4, filtered, and concentrated in vacuo to give 0.176 g (96%) of 2-chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridine as brown viscous oil.

Aufarbeitung

  1. temperaturethe reaction refluxed overnight
  2. extractionThe solution was extracted with EtOAc
  3. washwashed H2O, brine, dried Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e2e66cbba6904a6cbefe7273563f8970
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07067658B2

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