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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2202450Erstellt: 26. Oktober 2026

Tert-Butylamine → 8-(2-Tert-butylamino-ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

https://huagongshe.com/reaction/2202450

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTert-ButylamineHCID 6385—
EduktCesium carbonateHCID 10796—
EduktDiethylaminoethyl chlorideHCID 13364—
Edukt8-(2-(diethylamino)ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 54580867—
Edukt8-Hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 66833861—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylacetamideHCID 31374—
Produkt8-(2-Tert-butylamino-ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 49804871—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

With the same synthesis condition as the Compound A7-17 (8-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound A6, 25 mg, 0.083 mmol) was dissolved in N,N-dimethylacetamide (1 mL), added with 2-chloroethyldiethylamine (16 mg, 1.1 eq.) and cesium carbonate (54 mg, 2 eq.) in order and stirred at 100° C. for 4 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by amino silica gel column chromatography (ethyl acetate/hexane) to obtain the Compound A7-17 (8-(2-diethylamino-ethoxy)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile) (11 mg, 32%)), the title compound was synthesized from the Compound A7-24 and tert-butyl amine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09365514B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-9438962a4ed14eb4ae69476d666df3cb
Quellennotizuspto-grants-2016_06