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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 392182Erstellt: 24. Oktober 2026

Toluene → 2-Amino-4-(2,4-dichloro-phenyl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile

https://huagongshe.com/de/reaction/392182

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
Edukt1-TetraloneHCID 10724—
Edukt2,4-DichlorobenzylidenemalononitrileHCID 18089—
EduktAmmonium AcetateHCID 517165—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Amino-4-(2,4-dichloro-phenyl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrileHCID 2266351247,4%

Reaktionsschritte

A mixture of 2-(2,4-dichloro-benzylidene)-malononitrile (1.125 g, 5 mmol), alpha-tetralone (735 mg, 5 mmol), ammonium acetate (578 mg, 7.5 mmol), and toluene (5 ml) was stirred for 3 h at reflux. Upon cooling to room temperature, the mixture was taken up in ethyl acetate and extracted with satd. NaHCO3, water, and satd. NaCl, and dried over Na2SO4. The solvent was then evaporated and the title compound (868 mg, 47%), MS: m/e=365.9 (M+H+), was isolated from the residue by column chromatography (silica gel, hexanes, ethyl acetate).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06800650B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-db123ef6cc7941fa984100ea1f66978f
Quellennotizuspto-grants-2004_10