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2-Chlorobenzenesulfonyl chloride → N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Chlorobenzenesulfonyl chloride | HCID 76187 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | (5-Bromothiophen-2-yl)methanamine | HCID 23130577 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide | HCID 35408985 | 43.5% |
反応手順
To a stirred suspension of 1-(5-bromo-2-thienyl)methanamine (1.00 g) in dichloromethane (15 mL) were slowly added 2-chlorobenzenesulfonyl chloride (1.18 g) and N,N-diisopropyl ethyl amine (0.76 g) at 0° C. After 15 min the ice bath was removed and the mixture was stirred at r.t. for 1.5 h. The mixture was diluted with dichloromethane and washed with 0.5 M HCl and with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 95:5 to ethyl acetate) to give N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide (0.83 g) as a colorless solid. MS: 363.9 ([M−H]−)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08039493B2 |
| 出典データセット | uspto-grants-2011_10 |
| ORD ID | ord-7e0bb01514dc415b93d1ff57b31235ce |
| 出典メモ | uspto-grants-2011_10 |