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2-Amino-5-Nitrothiazole → 2-Bromo-N-(5-nitro-thiazol-2-yl)-acetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Amino-5-Nitrothiazole | HCID 8486 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Bromoacetyl bromide | HCID 61147 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-Bromo-N-(5-nitro-thiazol-2-yl)-acetamide | HCID 324458 | — |
反応手順
To a stirred solution of 2-amino-5-nitrothiazole (725.7 mg) in ethyl acetate (50 mL) in the presence of saturated sodium carbonate (10 mL) at 0° C., is added bromoacetyl bromide (434.3 uL), and additional bromoacetyl bromide is added to complete the reaction. The organic layer is separated, washed with 3 N HCl solution, followed by brine and dried over sodium sulfate and concentrated in vacuo to give a brown oil. The crude product is purified by silica gel column chromatography (40% ethyl acetate/hexanes) to give a solid (950 mg). ESI MS m/z 266 (M+H+); 1H NMR (400 MHz, CDCl3) δ 8.26 (s, 1H), 3.98 (s, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07678791B2 |
| 出典データセット | uspto-grants-2010_03 |
| ORD ID | ord-ebc8c46a25d9422993c05280592c70ed |
| 出典メモ | uspto-grants-2010_03 |