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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10317Erstellt: 23. Oktober 2026

Acetic Acid → 3-Chloro-4,5-difluoroanthranilic acid

https://huagongshe.com/de/reaction/10317

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktTert-Butyl hypochloriteHCID 521297—
Edukt2-Amino-4,5-difluorobenzoic acidHCID 735965—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-Chloro-4,5-difluoroanthranilic acidHCID 21978924100,8%

Reaktionsschritte

To a solution of 4,5-difluoroanthranilic acid (2.45 g, 14.2 mmol) in dichloromethane (25 mL) is added acetic acid (10 mL) and hypochlorous acid tert-butyl ester (1.75 mL, 15.6 mmol). After 2 hours, the reaction mixture is diluted with ethyl acetate and washed with water and brine. The organic layer is dried over MgSO4, filtered, and concentrated. The resulting residue is purified via flash column chromatography (5% isopropyl alcohol/1% formic acid/94% dichloromethane) to afford 3-chloro-4,5-difluoroanthranilic acid as an oil (2.97 g). MS CI: m/z 206 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094780B1
Quelldatensatzuspto-grants-2006_08
ORD IDord-cce603932cca4abba7de902112a6eb98
Quellennotizuspto-grants-2006_08