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HRID 25396作成日:2026年10月23日

Water → N-[3-(4-chlorophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide

https://huagongshe.com/ja/reaction/25396

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物PyridineHCID 1049—
反応物2-Methanesulfonylbenzene-1-sulfonyl chlorideHCID 2735178—
反応物3-(4-chlorophenyl)-1H-indazol-5-amineHCID 22567169—
溶媒TetrahydrofuranHCID 8028—
生成物N-[3-(4-chlorophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamideHCID 2256733392.6%

反応手順

N-[3-(4-Chlorophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide can be obtained in the following way: a solution of 0.515 g 2-methylsulfonylbenzenesulfonyl chloride in 3 ml of tetrahydrofuran is added dropwise to a solution, cooled to 0° C., of 0.45 g of 5-amino-3-(4-chlorophenyl)-1H-indazole, of 15 ml of tetrahydrofuran and of 0.165 ml of pyridine. After reacting for 30 minutes at a temperature in the region of 0° C. and 2 hours at a temperature in the region of 20° C., 50 ml of distilled water are added to the reaction medium. The medium is extracted with 30 ml of ethyl acetate. The organic phase is then washed with 3 times 20 ml of distilled water and the aqueous phase is extracted again with 30 ml of ethyl acetate. The organic phases are pooled, dried over magnesium sulfate, filtered and concentrated to dryness by evaporation under reduced pressure. The residue thus obtained is purified by chromatography on a silica column with a dichloromethane/ethyl acetate (99/1 by volume) mixture as eluent. 0.79 g of N-[3-(4-chlorophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide is thus obtained in the form of a white powder melting at 242° C. (analysis C20H16ClN3O4S2.0.65CH3OH % calculated C, 52.01; H, 3.49; Cl, 7.67; N, 9.10; O, 13.85; S, 13.88. % found C, 52.02; H, 3.78; Cl, 7.91; N, 9.21; S, 13.45).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06858638B2
出典データセットuspto-grants-2005_02
ORD IDord-28e243c0d16a4565b9cc4c15a50e4385
出典メモuspto-grants-2005_02