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HRID 74282作成日:2026年10月24日

Methanesulfonic Acid → 5-Chloro-2-(2-fluoronitrobenzen-5-yl)benzoxazole

https://huagongshe.com/ja/reaction/74282

反応式

関与物質

役割名称HCID仕込み量
反応物Methanesulfonic AcidHCID 6395—
反応物2-Amino-4-chlorophenolHCID 7265—
反応物1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
反応物4-Fluoro-3-nitrobenzoic acidHCID 67987—
溶媒WaterHCID 962—
溶媒ChloroformHCID 6212—
生成物5-Chloro-2-(2-fluoronitrobenzen-5-yl)benzoxazoleHCID 6749755378.5%

反応手順

4-Fluoro-3-nitrobenzoic acid (25.0 g, 135 mmol), 2-amino-4-chlorophenol (21.3 g, 149 mmol), CHCl3 (500 mL), and WSC (28.5 g, 149 mmol) were added together and stirred at room temperature for 2 hours. The reaction mass was concentrated, and then the residue was washed with water and ethanol. To a dioxane (500 mL) solution of the solid obtained was added methanesulfonic acid (81.9 g, 811 mmol), and this was heated to reflux for 18 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (31.0 g, 78% yield) as reddish-brown crystals.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08829035B2
出典データセットuspto-grants-2014_09
ORD IDord-618b7835bd0d45cfad28533ecc641084
出典メモuspto-grants-2014_09