関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Pyridinium chloride | HCID 10176127 | — |
| 反応物 | 3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamine | HCID 11459088 | — |
| 反応物 | HCID 178486400 | HCID 178486400 | — |
| 溶媒 | Glycol monoethyl ether | HCID 8076 | — |
| 溶媒 | Sodium Carbonate | HCID 10340 | — |
| 生成物 | HCID 178486402 | HCID 178486402 | 65.6% |
反応手順
A mixture of 1.0 g (3.53 mmol) of 4-chloro-8-hydroxy-7-methoxybenzo[g]quinoline-3-carbonitrile, 0.93 g (3.88 mmol) of 3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamine and 0.41 g (3.52 mmol) of pyridine hydrochloride in 20 mL of 2-ethoxyethanol is heated at 120° C. for 2 hours, then cooled to room temperature. The product mixture is diluted with a saturated solution of sodium carbonate, stirred for 15 minutes and the solid is collected by filtration. The solid is washed with water and dried in vacuo. The crude product is purified by silica gel chromatography, utilizing a 95:5 to 9:1 gradient of methylene chloride/methanol to give 1.13 g of 4-[3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamino]-8-hydroxy-7-methoxybenzo[g]quinoline-3-carbonitrile as a yellow solid, mp>300° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06638929B2 |
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| 出典データセット | uspto-grants-2003_10 |
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| ORD ID | ord-2e8b09ac03d34472ac9f62876491ce3b |
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| 出典メモ | uspto-grants-2003_10 |
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