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Chlorosulfonyl isocyanate → 6-Nitro-1H-indole-3-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chlorosulfonyl isocyanate | HCID 70918 | — |
| 反応物 | 6-Nitro-1H-indole | HCID 78502 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 6-Nitro-1H-indole-3-carbonitrile | HCID 283179 | 82% |
反応手順
To a solution of 6-nitroindole (4.9 g 30 mmol) in DMF (24 mL) and CH3CN (240 mL) was added dropwise a solution of ClSO2NCO (5.0 mL) in CH3CN (39 mL) at 0° C. After addition, the reaction was allowed to warm to room temperature and was stirred for 2 h. The mixture was then poured into ice-water and basified with sat, NaHCO3 solution to pH 7-8. The mixture was extracted with ethyl acetate. The organics were washed with brine, dried over Na2SO4 and concentrated to give 6-nitro-1H-indole-3-carbonitrile (4.6 g, 82%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08623905B2 |
| 出典データセット | uspto-grants-2014_01 |
| ORD ID | ord-9554f48720404e48ac290cebd739065e |
| 出典メモ | uspto-grants-2014_01 |