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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1037639Erstellt: 25. Oktober 2026

Water → Flupyradifurone

https://huagongshe.com/reaction/1037639

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTetronic acidHCID 521261—
EduktN-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 44604123—
Katalysatorp-Toluenesulfonic acidHCID 6101—
LösungsmittelTolueneHCID 1140—
ProduktFlupyradifuroneHCID 1675277252%

Reaktionsschritte

On a water separator, 21.90 g (106.0 mmol) of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethane-1-amine (III-1), 14.85 g (148.4 mmol) of tetronic acid and 183 mg (1.1 mmol) of 4-toluenesulphonic acid in 250 ml of toluene are heated under reflux for 2 hours. The reaction mixture is concentrated under reduced pressure, the residue is then taken up in ethyl acetate and the mixture is washed successively twice with 1 N aqueous hydrochloric acid, twice with 1 N aqueous sodium hydroxide solution and once with saturated sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (silica gel 60—Merck, particle size: 0.04 to 0.063 mm) using the mobile phase ethyl acetate gives 15.9 g (52% of theory) of 4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546577B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-a6ec973acc3449db9ba32026c195b3f0
Quellennotizuspto-grants-2013_10