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Hydrazinium, 1,1,1-trimethyl-, iodide (1:1) → 2-Amino-4-cyano-3-hydroxynitrobenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrazinium, 1,1,1-trimethyl-, iodide (1:1) | HCID 18683 | — |
| 反応物 | 2-Hydroxy-4-nitrobenzonitrile | HCID 286148 | — |
| 反応物 | Sodium 2-methylbutan-2-olate | HCID 2733478 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 2-Amino-4-cyano-3-hydroxynitrobenzene | HCID 21875462 | 71.5% |
反応手順
To a solution of 2-hydroxy-4-nitro-benzonitrile [1.0 g, 6.1 mmol, prepared as described in Yasubiro Imakura et. al. Chem. Pharm. Bull. 40 (7), 1691-1696 (1992)] in DMSO (60 mL) was added trimethylhydrazinium iodide (1.23 g, 6.09 mmol), followed by sodium tert-pentoxide (2.01 g, 6.09 mmol). The mixture was stirred at rt overnight, and then partitioned between 10% HCl and ether. The separated ether layer was washed with H2O, brine, dried (Na2SO4), and concentrated under reduced pressure to furnish the title compound (0.78 g) as a brown solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07405234B2 |
| 出典データセット | uspto-grants-2008_07 |
| ORD ID | ord-e766a762834747b888294150cac2b1b3 |
| 出典メモ | uspto-grants-2008_07 |