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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1006869Erstellt: 24. Oktober 2026

Phosphorus oxychloride → 1-Chloro-3-(3-methoxyphenyl)isoquinoline

https://huagongshe.com/de/reaction/1006869

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
Edukt3-MethoxybenzonitrileHCID 73712—
EduktN-methyl-2-toluamideHCID 75111—
Produkt1-Chloro-3-(3-methoxyphenyl)isoquinolineHCID 22502965—

Reaktionsschritte

3-(4-Methoxyphenyl)isoquinolin-1-one obtained by reacting N-methyl-o-toluamide (1.49 g) and 3-methoxybenzonitrile (1.33 g) according to Example 10-1 was reacted with phosphorous oxychloride (10 ml) according to Example 10-2, to give 1-chloro-3-(3-methoxyphenyl)isoquinoline. Then, it was reacted with N-ethylpiperazine (10 ml) at 120° C. for 6 hr. The reaction solution was evaporated, and ethyl acetate and water were added to the resulting residue. 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-b0c0298f1cb240c9a44f885bde52bbb0
Quellennotizuspto-grants-2004_09