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Hydrochloric Acid → 6,7-Dimethoxy-4-(2-methylsulfanyl-phenylamino)-quinoline-3-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 2-(Methylthio)aniline | HCID 76337 | — |
| 反応物 | 1-Ethoxyethanol | HCID 10129898 | — |
| 反応物 | Pyridinium chloride | HCID 10176127 | — |
| 反応物 | 4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 10586676 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 6,7-Dimethoxy-4-(2-methylsulfanyl-phenylamino)-quinoline-3-carbonitrile | HCID 22466697 | 52.4% |
反応手順
A mixture of 0.249 g of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 0.139 g of 2-(methylmercapto)aniline, 20 mg of pyridine hydrochloride, and 10 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 40 ml of water. To this mixture was added sodium carbonate and concentrated hydrogen chloride to adjust pH to 7. The product was collected, washed with water, and dried to give 0.184 g of 6,7-dimethoxy-4-(2-methylsulfanyl-phenylamino)-quinoline-3-carbonitrile as a solid, mp 245-247° C.; mass spectrum (EI, m/e): M 351.1051.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06002008 |
| 出典データセット | uspto-grants-1999_12 |
| ORD ID | ord-5b2b8cf184024bfa97e846d2bc4f57d5 |
| 出典メモ | uspto-grants-1999_12 |