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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1006873Erstellt: 25. Oktober 2026

Phosphorus oxychloride → 1-Chloro-3-(2,5-dimethoxyphenyl)isoquinoline

https://huagongshe.com/reaction/1006873

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
EduktN-methyl-2-toluamideHCID 75111—
Edukt2,5-DimethoxybenzonitrileHCID 79200—
Produkt1-Chloro-3-(2,5-dimethoxyphenyl)isoquinolineHCID 22502831—

Reaktionsschritte

3-(2,5-Dimethoxyphenyl)isoquinolin-1-one (0.61 g) obtained by reacting N-methyl-o-toluamide (1.64 g) and 2,5-dimethoxybenzonitrile (1.80 g) according to Example 10-1 was reacted with phosphorous oxychloride (10 ml) according to Example 10-2, to give 1-chloro-3-(2,5-dimethoxyphenyl)isoquinoline, which was then reacted with N-ethylpiperazine (15 ml) at 100° C. for 8 hr. The reaction solution was evaporated, and to the resulting residue were added ethyl acetate and water. The resulting organic layer was washed with water and brine, and then dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system), to give the free compound of the title compound as a pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06790844B2
Quelldatensatzuspto-grants-2004_09
ORD IDord-4d6660b87ad04a5489a4b5083558bcd0
Quellennotizuspto-grants-2004_09