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HRID 494480作成日:2026年10月26日

2-Chloro-5-nitrobenzenesulfonic acid → 2-Chloro-5-nitrobenzenesulfonamide

https://huagongshe.com/reaction/494480

反応式

関与物質

役割名称HCID仕込み量
反応物2-Chloro-5-nitrobenzenesulfonic acidHCID 7310—
反応物Ammonium HydroxideHCID 14923—
反応物Thionyl ChlorideHCID 24386—
反応物Sulfuryl chlorideHCID 24648—
溶媒TolueneHCID 1140—
溶媒DimethylformamideHCID 6228—
溶媒TetrahydrofuranHCID 8028—
生成物2-Chloro-5-nitrobenzenesulfonamideHCID 6678480%

反応手順

To a solution of thionyl chloride (240 mL) and 2-chloro-5-nitro-benzenesulfonic acid (104 g, 437.6 mmol) was added N,N-dimethylformamide (2 mL) and the reaction mixture was heated up to reflux for 4 hours. The reaction mixture was then carefully quenched into water and the product was isolated by filtration. The sulfonyl chloride 2 was then dissolved in toluene and added to a mixture of NH4OH (520 mL) and tetrahydrofuran (520 mL) at −10° C. After mixing for 1 h, the reaction was quenched by addition of 6 M HCl to a final pH of 4. The layers were separated and the organic layer was concentrated to a slush. Pentane was added and the product was isolated by filtration and dried to give the title compound (82.6 g, 80%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07538105B2
出典データセットuspto-grants-2009_05
ORD IDord-6ead266f18104284ab28669989c4738a
出典メモuspto-grants-2009_05