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Sodium Iodide → n-(4,6-Dimethylpyrimidin-2-yl)-4-[(1-ethyl-1h-benzimidazol-2-ylmethyl)-amino]-benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Iodide | HCID 5238 | — |
| 反応物 | Sulfamethazine | HCID 5327 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1H-Benzimidazole, 2-(chloromethyl)-1-ethyl- | HCID 12408432 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | n-(4,6-Dimethylpyrimidin-2-yl)-4-[(1-ethyl-1h-benzimidazol-2-ylmethyl)-amino]-benzenesulfonamide | HCID 9954705 | — |
反応手順
32.4 mg (0,12 mmol) sulfamethazine and 36 mg (0.18 mmol) 1-ethyl-2-chloromethylbenzimidazole were dissolved in 4 ml methanol. 64 μl (0.44 mmol) triethylamine and catalytic amount of sodium iodide were added to the reaction mixture. Solution was stirred and refluxed overnight. The reaction mixture was then evaporated to dryness, and purified on silica using gradient elution (chloroform to 5% methanol in chloroform) to provide white crystals of the title compound, 10 mg (20%). 1H NMR (DMSO-d6, 500 MHz): 7.68 (2H, m), 7.60 (1H, m), 7.52 (1H, m), 7.22 (1H, m), 7.17 (1H, m), 7.00 (1H, br, s), 6.78 (3H, m), 6.60 (1H, br, s), 4.60 (2H, m), 4.30 (2H, q, 7.2 Hz), 2.18 (6H, s), 1.28 (3H, t, 7.2 Hz); MS (ESI+): m/z 437 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06767909B2 |
| 出典データセット | uspto-grants-2004_07 |
| ORD ID | ord-2589bfd48aa7499dbd952b61b4c24db6 |
| 出典メモ | uspto-grants-2004_07 |