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HRID 1006417作成日:2026年10月27日

3,5-Dichlorobenzenesulfonyl chloride → 4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indole

https://huagongshe.com/reaction/1006417

反応式

関与物質

役割名称HCID仕込み量
反応物3,5-Dichlorobenzenesulfonyl chlorideHCID 522388—
反応物4-(4-Benzyl-piperazin-1-yl)-1H-indoleHCID 2728532—
触媒Tetrabutylammonium hydrogen sulfateHCID 94433—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒Sodium HydroxideHCID 14798—
生成物4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indoleHCID 12137124100.5%

反応手順

4-(4-Benzyl-piperazin-1-yl)-1H-indole (274 mg, 0.94 mmole) and 50 mg tetra-n-butylammonium hydrogen sulfate was stirred in a mixture of 10 mL toluene and 5 mL 4 N sodium hydroxide. Solid 3,5-dichlorobenzenesulfonyl chloride (246 mg, 1.0 mmole) was added in one portion. The reaction mixture was stirred at room temperature for 6 hours, then it was diluted with 20 mL water and extracted with 25 mL ethyl acetate. The organic phase was washed with 10 mL saturated sodium chloride solution, dried (magnesium sulfate) and concentrated. Recrystallization from dichloromethane provided 473 mg of 4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indole, m.p. 201-203° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06790848B2
出典データセットuspto-grants-2004_09
ORD IDord-9c0ec165595848a990ab93ee514ccaec
出典メモuspto-grants-2004_09