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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1595762Erstellt: 27. Oktober 2026

Sodium Carbonate → 6,7-Diethoxy-4-(indan-5-ylamino)-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1595762

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktIndan-5-amineHCID 90496—
Edukt4-Chloro-6,7-diethoxyquinoline-3-carbonitrileHCID 10778872—
Lösungsmittel2-MethoxyethanolHCID 8019—
Produkt6,7-Diethoxy-4-(indan-5-ylamino)-quinoline-3-carbonitrileHCID 996957880,6%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile and 205 mg (1.54 mM) of 5-Aminoindan in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100° C., then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80° C. The brown solid was dissolved digested in 200 ml of ethanol and the volume was reduced to 100 ml. The solid was isolated from the warm solution and washed with ethanol followed by ether and dried under vacuum at 80° C. to yield 435 mg of 6,7-Diethoxy-4-(indan-5-ylamino)-quinoline-3-carbonitrile as a brown solid: mass spectrum (electrospray, m/e): M+H 374.0, mp=85-88° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06288082B1
Quelldatensatzuspto-grants-2001_09
ORD IDord-4a07fb608e974b888aff2936eb62d2a1
Quellennotizuspto-grants-2001_09