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Sodium Hydroxide → 5-Amino-6-bromo-2-pyridinecarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | 5-Aminopyridine-2-carbonitrile | HCID 3871395 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 5-Amino-6-bromo-2-pyridinecarbonitrile | HCID 24213892 | 35.9% |
反応手順
5-Aminopyridine-2-carbonitrile (2.38 g, 20 mmol) was dissolved in 6 mL of glacial acetic acid. A solution of bromine (1 mL, 20 mmol) in 2.5 mL of glacial acetic acid was added dropwise over a period of 30 minutes while the room temperature was maintained with a water bath. The resulting slurry was stirred for 1 hour at room temperature, treated with 50 mL of aqueous 20% sodium hydroxide solution and extracted with three 160 mL portions of dichloromethane. The combined organic layers were dried over sodium sulfate (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by crystallization from ethyl acetate-hexanes to give 5-amino-6-bromopyridine-2-carbonitrile (1.42 g, 35% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08741897B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-3f12eec8677b4ebf8019de91e1881cd1 |
| 出典メモ | uspto-grants-2014_06 |