関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Sodium Dithionite | HCID 24489 | — |
| 反応物 | [3-(2-Methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amine | HCID 69506985 | — |
| 触媒 | 1,1'-Diethyl-4,4'-bipyridinium dibromide | HCID 11474262 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N4-[3-(2-methyl-[1,3]dioxolan-2-yl)propyl]quinoline-3,4-diamine | HCID 86052449 | 97.3% |
反応手順
The product from the previous step, [3-(2-methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amine (29.5 g, 93.0 mmol), was stirred with sodium dithionite (67.0 g, approximately 85% pure), potassium carbonate (51.4 g, 372 mmol), and ethyl viologen dibromide (0.37 g, 1 mmol) in a mixture of dichloromethane and water (375 mL each) for 15 hours. The layers were then separated, and the organic phase was washed successively with a saturated aqueous sodium bicarbonate solution and water (250 mL each), dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide N4-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]quinoline-3,4-diamine (26.0 g) as a dark solid that was used directly in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09328110B2 |
|---|
| 出典データセット | uspto-grants-2016_05 |
|---|
| ORD ID | ord-dcf6168aac164fa1b1fa7425e09cf23b |
|---|
| 出典メモ | uspto-grants-2016_05 |
|---|