Isopropyl nitrite → 1-Phenyl-3,5-dimethyl-4-(2'-oximino acetyl)-pyrazole

HRID 1447298

Reaktionsgleichung

[C:1]1([N:7]2[C:11]([CH3:12])=[C:10]([C:13](=[O:15])[CH3:14])[C:9]([CH3:16])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:17](OC(C)C)=[O:18].[Na]>C(O)C>[C:1]1([N:7]2[C:11]([CH3:12])=[C:10]([C:13](=[O:15])[CH:14]=[N:17][OH:18])[C:9]([CH3:16])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

Reaktionsbedingungen

Temperatur: 7 °C

Versuchsvorschrift

1-Phenyl-3,5-dimethyl-4-acetyl pyrazole (Chem. Abs. 63, 16332) (53 g) was dissolved in absolute ethanol (120 ml) and cooled to 7° C. Isopropyl nitrite (29.3 g) was added followed by a solution of sodium (5.7 g) in absolute ethanol (110 ml). The mixture was stirred 18 hours at 0°-10° C. and the fawn coloured sodium salt of the oxime filtered and washed with acetone (25 ml). The filter cake was then dissolved in water (40 ml) and the solution acidified with acetic acid (7 ml). The mixture was then extracted with chloroform (200 ml) and the chloroform extract dried over anhydrous sodium sulphate and then concentrated under vacuum to give 1-phenyl-3,5-dimethyl-4-(2'-oximino acetyl)-pyrazole as a yellow coloured solid.

Aufarbeitung

filtrationthe fawn coloured sodium salt of the oxime filtered
washwashed with acetone (25 ml)
dissolutionThe filter cake was then dissolved in water (40 ml)
extractionThe mixture was then extracted with chloroform (200 ml)
extractionthe chloroform extract
dry with materialdried over anhydrous sodium sulphate
concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag: ord-9fe9243a852541f0b48e9f3fcc991a18
Quelldatensatz: uspto-grants-1982_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04316815

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