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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 521277Erstellt: 24. Oktober 2026

Potassium Carbonate → N4-[3-(2-methyl-[1,3]dioxolan-2-yl)propyl]quinoline-3,4-diamine

https://huagongshe.com/de/reaction/521277

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktSodium DithioniteHCID 24489—
Edukt[3-(2-Methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amineHCID 69506985—
Katalysator1,1'-Diethyl-4,4'-bipyridinium dibromideHCID 11474262—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktN4-[3-(2-methyl-[1,3]dioxolan-2-yl)propyl]quinoline-3,4-diamineHCID 8605244997,3%

Reaktionsschritte

The product from the previous step, [3-(2-methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amine (29.5 g, 93.0 mmol), was stirred with sodium dithionite (67.0 g, approximately 85% pure), potassium carbonate (51.4 g, 372 mmol), and ethyl viologen dibromide (0.37 g, 1 mmol) in a mixture of dichloromethane and water (375 mL each) for 15 hours. The layers were then separated, and the organic phase was washed successively with a saturated aqueous sodium bicarbonate solution and water (250 mL each), dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide N4-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]quinoline-3,4-diamine (26.0 g) as a dark solid that was used directly in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09328110B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-dcf6168aac164fa1b1fa7425e09cf23b
Quellennotizuspto-grants-2016_05