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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 606032Erstellt: 25. Oktober 2026

Allylamine → N-allyl-2-chloro-3-nitroquinolin-4-amine

https://huagongshe.com/reaction/606032

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAllylamineHCID 7853—
EduktTriethylamineHCID 8471—
Edukt2,4-Dichloro-3-nitroquinolineHCID 2785138—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-allyl-2-chloro-3-nitroquinolin-4-amineHCID 59007293105,2%

Reaktionsschritte

Triethylamine (17.0 mL, 123 mmol) was added to a 0° C. solution of 2,4-dichloro-3-nitroquinoline (20.0 g, 82.3 mmol) in dichloromethane (350 mL) followed by the dropwise addition of allylamine (5.90 mL, 78.2 mmol). The solution was allowed to stir and warm to room temperature overnight. The solvent was evaporated under reduced pressure and the resulting orange solid was suspended in water (300 mL). Solid sodium carbonate was added to adjust the pH to 10-11 and the suspension was stirred for 2 hours at 0° C. A yellow solid was isolated by filtration and dried under vacuum overnight to yield N-allyl-2-chloro-3-nitroquinolin-4-amine (21.7 g) that contained small amounts of an impurity and water.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07915281B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-7533faf04dc6419f89e9b1ab9f5be9e6
Quellennotizuspto-grants-2011_03