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Methanesulfonyl chloride → N-(3-chloro-4-cyanophenyl)methanesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 4-Amino-2-chlorobenzonitrile | HCID 88728 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(3-chloro-4-cyanophenyl)methanesulfonamide | HCID 669685 | — |
反応手順
To a stirred solution of 4-amino-2-chlorobenzonitrile (5.02 g, 32.9 mmol) in dichloromethane (80 mL) was added N,N-diisopropylethylamine (17.0 mL, 97.8 mmol) and methanesulfonyl chloride (3.0 mL, 38.8 mmol) at −78° C. The reaction was then allowed to warm to room temperature slowly. After stirring at room temperature for 12 h, the reaction was quenched with 1 N hydrochloric acid. The organic phase was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, 50:50 hexanes/ethyl acetate) to give the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07687492B2 |
| 出典データセット | uspto-grants-2010_03 |
| ORD ID | ord-e2b8e8572112476fb1d7d958a2cd6615 |
| 出典メモ | uspto-grants-2010_03 |