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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28369Erstellt: 24. Oktober 2026

Sodium hydride → 4-Fluoro-2-1,2,3-triazol-2-yl-benzonitrile

https://huagongshe.com/de/reaction/28369

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2,4-DifluorobenzonitrileHCID 77545—
EduktHCID 178418936HCID 178418936—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Fluoro-2-1,2,3-triazol-2-yl-benzonitrileHCID 210698743,6%

Reaktionsschritte

To a solution of 1H-1,2,3-triazole (3.5 g, 50.7 mmol) in THF (10 mL) and DMF (20 mL) was added portionwise, NaH (1.3 g, 51 mmol, 95%). The mixture was stirred at room temp for 30 min. Added to this was 2,4-difluorobenzonitrile (7.6 g, 55 mmol) and the mixture was stirred at 85° C. for 3 h. The white mixture was concentrated and purified by flash chromatography eluting with 0%-5%-10% EtOAc/hexane to give the title compound as white needles (0.34 g, 3% yield). 1H-NMR (300 MHz, CDCl3) δ: 7.92 (2H, s), 7.88-7.79 (2H, m), 7.19-7.12 (1H, m). LCMS [M+H]+ calcd for C9H6N4F: 189.05; found: 189.12.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419969B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-8c00330e79344b40bab21ee63d0cf582
Quellennotizuspto-grants-2008_09