Dimethylformamide → 7-Phenylthio-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole

HRID 2084284

Reaktionsgleichung

Reaktionsgleichung von HRID 2084284
Br[CH:2]1[C:10]2[N:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[N:8]=[C:7]([CH3:17])[C:6]=2[C:5](=[O:18])[CH2:4][C:3]1([CH3:20])[CH3:19].[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26]([O-])=O.[Na+].[CH3:30]N(C)C=O>[Cl-].[Na+].O>[C:22]1([S:26][CH:2]2[C:10]3[N:9]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=4)[N:8]=[C:7]([CH3:17])[C:6]=3[C:5](=[O:18])[CH2:4][C:3]2([CH3:20])[CH3:19])[CH:30]=[CH:21][CH:25]=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 40739867-Bromo-3,6,6-trimethyl-1-pyridin-2-yl-5,7-dihydroindazol-4-oneHCID 23672340Sodium 2-thenoate

Produkt 1

HCID 98204247-Phenylthio-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazoleAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

The solution of 7-bromo-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole (0.6 g, 1.8 mmol), prepared as described in example 4, and sodium thiophenate (0.3 g, 2.24 mmol) in dry N,N-dimethylformamide (10 ml) was stirred at room temperature for about 5 hours and then poured into brine and extracted with dichloromethane. The combined organic layers were washed with brine, dried over sodium sulfate end evaporated. The residue was chromatographed on silica gel (cyclohexane:ethyl acetate=90:10) to give 0.3 g (45% yield) of the title compound as a colourless solid which crystallized on standing.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate end
  4. customevaporated
  5. customThe residue was chromatographed on silica gel (cyclohexane:ethyl acetate=90:10)

Quellen und Nachweise

ORD-Eintrag
ord-dba86186f0bb4c3aac923286a6fe568d
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06716856B1

Verknüpfte Notizen

Wird geladen…