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2-Chloro-5-nitrobenzenesulfonic acid → 2-Chloro-5-nitrobenzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Chloro-5-nitrobenzenesulfonic acid | HCID 7310 | — |
| 反応物 | Ammonium Hydroxide | HCID 14923 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | Sulfuryl chloride | HCID 24648 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-Chloro-5-nitrobenzenesulfonamide | HCID 66784 | 80% |
反応手順
To a solution of thionyl chloride (240 mL) and 2-chloro-5-nitro-benzenesulfonic acid (104 g, 437.6 mmol) was added N,N-dimethylformamide (2 mL) and the reaction mixture was heated up to reflux for 4 hours. The reaction mixture was then carefully quenched into water and the product was isolated by filtration. The sulfonyl chloride 2 was then dissolved in toluene and added to a mixture of NH4OH (520 mL) and tetrahydrofuran (520 mL) at −10° C. After mixing for 1 h, the reaction was quenched by addition of 6 M HCl to a final pH of 4. The layers were separated and the organic layer was concentrated to a slush. Pentane was added and the product was isolated by filtration and dried to give the title compound (82.6 g, 80%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07538105B2 |
| 出典データセット | uspto-grants-2009_05 |
| ORD ID | ord-6ead266f18104284ab28669989c4738a |
| 出典メモ | uspto-grants-2009_05 |