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4-(Chloromethyl)benzoyl chloride → 4-chloromethyl-N-(7-cyclohexyl-4-methoxy-benzothiazol-2-yl)-benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(Chloromethyl)benzoyl chloride | HCID 70136 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 7-Cyclohexyl-4-methoxy-benzothiazol-2-ylamine | HCID 22719574 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-chloromethyl-N-(7-cyclohexyl-4-methoxy-benzothiazol-2-yl)-benzamide | HCID 22719560 | 69.8% |
反応手順
To a solution of 0.1 g (0.38 mMol) 7-cyclohexyl-4-methoxy-benzothiazol-2-ylamine in 3 ml THF were added 0.2 ml ethyl diisopropyl amine and 0.0865 g (0.46 mMol) 4-chloromethyl-benzoyl chloride, dissolved in 1 ml of dichloro methane. The reaction mixture was stirred at room temperature for 16 h. The solvent was evaporated to dryness, the residue taken up in dichloro methane and washed with water and brine. The organic phase was dried over sodium sulfate and evaporated to dryness in vacuo. The residue was triturated in ethyl ether, filtered and dried to yield 0.11 g (68%) of 4-chloromethyl-N-(7-cyclohexyl-4-methoxy-benzothiazol-2-yl)-benzamide as a light yellow foam. ES-MS m/e (%): 415 ([M+H]+, 100).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06734179B2 |
| 出典データセット | uspto-grants-2004_05 |
| ORD ID | ord-f59081e1aaba44c382626c793bcc5716 |
| 出典メモ | uspto-grants-2004_05 |