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Boron trifluoride etherate → 5-(4,5-diphenyl-1H-imidazol-2-ylthio)-N-heptylpentanamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Boron trifluoride etherate | HCID 8000 | — |
| 反応物 | 1-Heptanamine | HCID 8127 | — |
| 反応物 | 5-[(4,5-Diphenyl-1H-imidazol-2-YL)sulfanyl]pentanoic acid | HCID 18958712 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-(4,5-diphenyl-1H-imidazol-2-ylthio)-N-heptylpentanamide | HCID 2817799 | 87.7% |
反応手順
Part C, Method 2. To a solution of 5-(4,5-diphenyl-1H-imidazol-2-ylthio)pentanoic acid (2.0 g, 0.0057 mol) in toluene (35 mL) was added heptylamine (1.63 mL, 1.27 g, 0.011 mol) and then boron trifluoride etherate (1.35 mL, 1.56 g, 0.011 mol) and the reaction mixture was stirred at reflux for 120 hours using a Dean-Stark moisture trap. The reaction mixture was cooled, extracted with 0.1N NaOH, 0.1N HCl, and water, and the combined organic extracts were dried over magnesium sulfate and concentrated under vacuum. The residue was chromatographed and worked-up as described in Part C, Method 1, to give 5-(4,5-diphenyl-1H-imidazol-2-ylthio)-N-heptylpentanamide (2.35 g, 0.005 mol) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05318984 |
| 出典データセット | uspto-grants-1994_06 |
| ORD ID | ord-bfdfab581f3f47b28edb068ac558d6e4 |
| 出典メモ | uspto-grants-1994_06 |