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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 853364Erstellt: 23. Oktober 2026

Potassium Carbonate → 6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinoline

https://huagongshe.com/de/reaction/853364

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Bromo-5-nitrothiopheneHCID 83222—
Edukt6,7-Dimethoxyquinoline-4(1H)-thioneHCID 22936809—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinolineHCID 2293681455,4%

Reaktionsschritte

6,7-Dimethoxy-1H-quinolin-4-thione (2.21 g, 10.0 mmol), 2-bromo-5-nitrothiophene (2.29 g, 11.0 mmol) and potassium carbonate (2.07 g, 15.0 mmol) were stirred in dimethylformamide (30 ml) at room temperature for 1 hour. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 1N aqueous sodium hydroxide, water and saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=3:1), and the fraction containing the target substance was concentrated to obtain the title compound (1.93 g, 5.54 mmol, 55%) as yellow crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07253286B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-b3db0f9576424f92892382e7996e7ec9
Quellennotizuspto-grants-2007_08