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

HRID 45854

Reaktionsgleichung

Reaktionsgleichung von HRID 45854
[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(=O)([O-])[O-].[Cs+].[Cs+].[CH3:22][O:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Cl)=[CH:26][CH:25]=1.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]([CH2:28][C:27]2[CH:30]=[CH:31][C:24]([O:23][CH3:22])=[CH:25][CH:26]=2)[CH:6]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 10796Cesium carbonateHCID 699934-Methyloxybenzyl chlorideHCID 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-methoxybenzyl 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-f302bd22f2fc42149f1b3114c369e671
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541575B2

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