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HRID 853365作成日:2026年10月25日

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

https://huagongshe.com/reaction/853365

反応式

関与物質

役割名称HCID仕込み量
反応物EthanolHCID 702—
反応物WaterHCID 962—
反応物Ammonium ChlorideHCID 25517—
反応物6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinolineHCID 22936814—
触媒IronHCID 23925—
溶媒HexaneHCID 8058—
溶媒Ethyl AcetateHCID 8857—
生成物5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-ylamineHCID 22936351138.5%

反応条件

温度80 °C

反応手順

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 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 yellowish-brown crystals.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07253286B2
出典データセットuspto-grants-2007_08
ORD IDord-0fc2c1efa8ee4348a60493559544b334
出典メモuspto-grants-2007_08