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Pyridine → 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-Chloro-4-(trifluoromethoxy)benzaldehyde | HCID 2778891 | — |
| 反応物 | 3-Acetyl-2,4-dihydroxyquinoline | HCID 54682512 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone | HCID 69512156 | 76% |
反応手順
A mixture of 0.60 g of 3-acetyl-4-hydroxy-2(1H)-quinolinone, 1.99 g of 3-chloro-4-(trifluoromethoxy)benzaldehyde, 10 ml of pyridine and 88 μl of piperidine was heated under refluxing overnight. After cooling to room temperature, 50 ml of water was added to the reaction mixture, and precipitated crystals were filtered, and washed with 40 ml of tetrahydrofuran, and 60 ml of hexane to obtain 0.92 g of 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone [Compound No. (3c-32)] as a yellow crystal.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524729B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-31190487ee7542c5af8bd15daeb36fda |
| 出典メモ | uspto-grants-2013_09 |