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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1023200Erstellt: 25. Oktober 2026

Cyanogen Bromide → 5-[4-(Trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-amine

https://huagongshe.com/reaction/1023200

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyanogen BromideHCID 10476—
EduktSodium BicarbonateHCID 516892—
Edukt4-(Trifluoromethyl)benzohydrazideHCID 520662—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-[4-(Trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-amineHCID 521608550%

Reaktionsschritte

To a solution of 4-(trifluoromethyl)benzohydrazide (0.5 g, 2.449 mmol) in dioxane (10 mL) and water (2 mL) was added sodium bicarbonate (0.617 g, 7.35 mmol) and cyanic bromide (0.519 g, 4.90 mmol). The reaction was stirred at room temperature for 15 h. The reaction mixture was diluted with water (50 mL), extracted with EtOAc, dried over sodium sulfate, and evaporated to yield 5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-amine (0.28, 50%). 1H NMR: 400 MHz, DMSO-d6: δ 7.43 (s, 2H), 7.91 (d, J=8.40 Hz, 2H), 8.00 (d, J=8.40 Hz, 2H). LCMS: RT 1.55 min. LCMS (ES-API), m/z 230.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08722670B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-458df4e5b20243b1b4238d47b11dfe5c
Quellennotizuspto-grants-2014_05