Chloride → 4-iodo-1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazole

HRID 1843642

Reaktionsgleichung

Reaktionsgleichung von HRID 1843642
[I:1][C:2]1[C:3]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=2)=[N:4][NH:5][CH:6]=1.[C:16](=[O:19])([O-])[O-].[Cs+].[Cs+].[Cl-].O>CN(C)C=O>[I:1][C:2]1[C:3]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=2)=[N:4][N:5]([CH2:3][C:7]2[CH:12]=[CH:11][C:10]([O:19][CH3:16])=[CH:9][CH:8]=2)[CH:6]=1

Komponenten

6

Edukt 4

HCID 312ChlorideHCID 962WaterHCID 10796Cesium carbonateHCID 178526613HCID 178526613, Verbindung

Produkt 1

HCID 671844834-iodo-1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

2 g (6.3 mmol) of 4-iodo-3-(3-nitrophenyl)-1H-pyrazole were dissolved in 20 ml of dry dimethylformamide and 2.46 g (7.5 mmol) of cesium carbonate and 0.85 ml (6.3 mmol) of p-methoxybemzyl chloride were added successively. The reaction mixture was heated at 70° C. under stirring for 5 hours. Water was then added and the product extracted with dichloromethane. The organic phase was dried over sodium sulphate and the solvent evaporated under reduced pressure. 2.4 g (86%) of the title compound crystallized from a mixture diethylether-diisopropylether.

Aufarbeitung

  1. extractionthe product extracted with dichloromethane
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. customthe solvent evaporated under reduced pressure
  4. custom2.4 g (86%) of the title compound crystallized from a mixture diethylether-diisopropylether

Quellen und Nachweise

ORD-Eintrag
ord-5699b1c5a89f4a2f8cd2327ca4ec1a76
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946250B2

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