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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 238374Erstellt: 25. Oktober 2026

Phosphorus oxychloride → 2-(1-Methyl-1H-pyrazol-5-yl)-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazole

https://huagongshe.com/reaction/238374

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
Edukt1-Methyl-N'-[4-(trifluoromethyl)benzoyl]-1H-pyrazol-5-carbohydrazideHCID 86684872—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(1-Methyl-1H-pyrazol-5-yl)-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazoleHCID 8668487381,4%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Phosphorus oxychloride (1.80 mL) was added to an acetonitrile (4.8 mL) suspension of 1-methyl-N′-[4-(trifluoromethyl)benzoyl]-1H-pyrazol-5-carbohydrazide (300 mg) at a room temperature, and the obtained solution was then heated to reflux at 90° C. for 15 hours. Thereafter, the reaction solution was concentrated under a reduced pressure. A saturated sodium carbonate aqueous solution was added to the residue to convert it to a basic solution, and the resulting solution was then extracted with ethyl acetate. The organic layer was washed with a saturated saline, and was then dried over anhydrous magnesium sulfate, followed by vacuum concentration, so as to obtain the title compound (230 mg) in the form of a brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642626B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-666a2e489bbf45ba8bb39f1ebde6a3a4
Quellennotizuspto-grants-2014_02