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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 387841Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/387841

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 saline 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
PatentnummerUS08372981B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-eb224433a2844992a6523f187eea7c6c
Quellennotizuspto-grants-2013_02