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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1386341Erstellt: 25. Oktober 2026

Ethyl 4-Cyano-2-nitrophenylacetate → 2-Oxindole-6-carbonitrile

https://huagongshe.com/reaction/1386341

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 4-Cyano-2-nitrophenylacetateHCID 21717235—
KatalysatorIronHCID 23925—
LösungsmittelAcetic AcidHCID 176—
Produkt2-Oxindole-6-carbonitrileHCID 277334885,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Iron powder (11.5 g, 205.2 mmol) was added to a saturated solution of ethyl(4-cyano-2-nitrophenyl)acetate (12 g, 51.3 mmol) in hot glacial acetic acid and the reaction mixture was stirred at 100° C. for 2 hours. The mixture was allowed to cool and poured into stirred ice water (1000 ml). The aqueous mixture was extracted with ethyl acetate, the extracts were combined, dried (MgSO4) and the solvent removed by evaporation. The solid residue was recrystallised from ethyl acetate to give 6-cyanooxindole (6.94 g, 85%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06265411B1
Quelldatensatzuspto-grants-2001_07
ORD IDord-a8b936b9707b4e8d870f75c94a5c2f10
Quellennotizuspto-grants-2001_07