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HRID 853369作成日:2026年10月25日

Ethyl Acetate → 6,7-Dimethoxy-4-(5-nitrothiazol-2-ylsulfanyl)quinoline

https://huagongshe.com/reaction/853369

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物Sodium HydroxideHCID 14798—
反応物2-Bromo-5-nitrothiazoleHCID 18211—
反応物6,7-Dimethoxyquinoline-4(1H)-thioneHCID 22936809—
溶媒DimethylformamideHCID 6228—
溶媒HexaneHCID 8058—
生成物6,7-Dimethoxy-4-(5-nitrothiazol-2-ylsulfanyl)quinolineHCID 2293671949%

反応手順

After suspending 6,7-dimethoxy-1H-quinoline-4-thione (2.21 g, 10.0 mmol) in dimethylformamide (30 ml), 2-bromo-5-nitrothiazole (2.30 g, 11.0 mmol) was added at 0° C., and then the mixture was stirred at room temperature for 1 hour. The reaction solution was distributed between ethyl acetate and 1N aqueous sodium hydroxide, 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, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (1.70 g, 4.87 mmol, 49%) as light yellow 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-642dfc3b86e64b20ad29127af4685327
出典メモuspto-grants-2007_08