化工社化工社 化学情報印刷レポート · 研究参考用
Tetrahydrofuran → 4,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Ethanol, mixt. with methanol | HCID 18681192 | — |
| 反応物 | 4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester | HCID 85868196 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| 生成物 | 4,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl ester | HCID 85868198 | 70.8% |
反応手順
4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester 5c (0.50 g, 1.55 mmol) is dissolved into 2:1 EtOH/MeOH (15.5 mL). Saturated aqueous NH4Cl (15 mL), Zn powder (1.02 g, 15.6 mmol), and THF (10 mL) are added. After stirring for 20 hours, the reaction mixture is diluted with CH2Cl2/THF and water. The organic layer is washed with water (3×). The combined organic extracts are dried (Na2SO4) and concentrated under reduced pressure. The solids are triturated with ether to give 0.32 g (70%) clean desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08193231B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-5578053e37d0426f97e5645bfe047a76 |
| 出典メモ | uspto-grants-2012_06 |