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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 387842Erstellt: 26. Oktober 2026

Ethanol → 5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-ylamine

https://huagongshe.com/reaction/387842

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktWaterHCID 962—
EduktAmmonium ChlorideHCID 25517—
Edukt6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinolineHCID 22936814—
KatalysatorIronHCID 23925—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-ylamineHCID 22936351138,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

After suspending 6,7-dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinoline (1.39 g, 4.00 mmol), iron (1.12 g, 20.0 mmol) and ammonium chloride (2.18 g, 40.0 mmol) in an ethanol (32 ml)-water (8 ml) mixed solvent, the suspension was heated and stirred at 80° C. for 5 minutes. After completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with 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 yellowish-brown crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372981B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-5eaa8cf82938478ebcd27986a80fd4d2
Quellennotizuspto-grants-2013_02