Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 245136Erstellt: 23. Oktober 2026

Sulfuric Acid → 4-chloro-5-fluoro-1H-indole-2,3-dione

https://huagongshe.com/de/reaction/245136

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktN-(3-chloro-4-fluorophenyl)-2-(hydroxyimino)ethanamideHCID 73843641—
Produkt4-chloro-5-fluoro-1H-indole-2,3-dioneHCID 14986123—
Produkt5-Fluoro-6-chloroisatinHCID 21795525—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To concentrated H2SO4 (100 ml) at 65° C. was added N-(3-chloro-4-fluorophenyl)-2-(hydroxyimino)ethanamide (19.45 g, 90 mmol) portionwise. The mixture was heated at 90° C. for 1.5 h. The mixture was cooled to room temperature, poured onto ice, and stirred for 10 min. The solid was collected by filtration, washed with water, and air dried to afford 6-chloro-5-fluoro-1H-indole-2,3-dione and 4-chloro-5-fluoro-1H-indole-2,3-dione as a mixture of regioisomers (15.5 g, 86% yield). This material was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658636B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-e69cad0a06c648e38b823054c26ef33f
Quellennotizuspto-grants-2014_02