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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1064430Erstellt: 25. Oktober 2026

Hydrochloric Acid → 2-(6,7-Dichloroisatin-1-yl)acetic acid

https://huagongshe.com/reaction/1064430

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktEthyl bromoacetateHCID 7748—
EduktSodium hydrideHCID 24758—
Edukt5,6-dichloro-1H-indole-2,3-dioneHCID 11009341—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6,7-Dichloroisatin-1-yl)acetic acidHCID 2227438367%

Reaktionsschritte

A solution of 5,6-dichloroisatin (1.0 g, 4.65 mmol) in DMF (20 ml) was cooled in an ice-bath. Sodium hydride (5.11 mmol, 0.20 g 60% dispersion in mineral oil) was added and the mixture was stirred for 20 min. Ethyl 2-bromoacetate (0.37 ml, 5.11 mmol) was added and stirring was continued for 2 hours. The resulting mixture was poured into diluted hydrochloric acid (200 ml, 4M), heated to reflux for 2 hours, filtered, cooled and extracted with ethyl acetate. The organic extract was dried over magnesium sulphate and evaporated to dryness to leave the desired product (0.85 g, 67%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06969729B2
Quelldatensatzuspto-grants-2005_11
ORD IDord-a256b6b2ea684138a22a5720350a25d6
Quellennotizuspto-grants-2005_11