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2-Amino-5-chloropyridine → 4-chloro-N-(5-chloropyridin-2-yl)-3-nitrobenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Amino-5-chloropyridine | HCID 66174 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 4-Chloro-3-nitrobenzoyl chloride | HCID 123477 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-chloro-N-(5-chloropyridin-2-yl)-3-nitrobenzamide | HCID 693095 | 42.4% |
反応手順
A solution of 4-chloro-3-nitrobenzoyl chloride (1.00 g, 4.99 mmol) in dry methylene chloride (20 mL) under a nitrogen atmosphere was treated with 2-amino-5-chloropyridine (643 mg, 4.99 mmol) and N,N-diisopropylethylamine (1.05 mL, 6.00 mmol), and the resulting mixture stirred at room temperature for 18 hours. The solvent was removed by rotary evaporation in vacuo, the residue taken up in ethyl acetate (100 mL), and washed with saturated aqueous sodium bicarbonate (50 mL), water (2×50 mL), and brine (50 mL). The organic extract was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Trituration with 5% ethyl acetate/methylene chloride afforded the title compound as a dark yellow solid (660 mg, 42%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07910595B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-d9fc8539c0fc4485a34f45d554db6fb9 |
| 出典メモ | uspto-grants-2011_03 |