化工社化工社 化学情報印刷レポート · 研究参考用
Benzenesulfonyl chloride → N-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzenesulfonyl chloride | HCID 7369 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 5-(4-Methylpiperazin-1-yl)-1H-indole | HCID 22015405 | — |
| 触媒 | Trioctylmethylammonium chloride | HCID 21218 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indole | HCID 22015412 | 66% |
反応手順
5-(4-Methylpiperazin-1-yl)-indole (215 mg, 1 mmol), benzenesulfonylchloride (265 mg, 1.5 mmol) and Aliquat 336 (10 mg) were dissolved in DCM (10 mL). Aqueous NaOH (20%, 2 mL) was added and the mixture was stirred vigorously for 6 h. The organic layer was separated, dried and concentrated to give the crude as an oil that was purified on a silica column using DCM and MeOH as eluent. The pure fractions were concentrated to give an oil (260 mg, 0.66 mmol) 1H NMR (CDCl3) δ 2.35 (3 H, s), 2.59 (4 H, t, J=5), 3.18 (4 H, t, J=5), 6.57 (1 H, d, J=4), 6.98–7.03 (2 H, m), 7.38–7.54 (4 H, m), 7.82–7.90 (3 H, m); MS (posES-FIA) 355.1345 M+; Purity (HPLC chromsil C18) >98%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087750B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-ed49fbd1fa8449b196577007bf5b1c3e |
| 出典メモ | uspto-grants-2006_08 |