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Piperidine → 1-(4,5-Dihydro-2-thiazolyl)-1,3-dihydro-3-[(4-methoxyphenyl)methylene]-2H-indol-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 4-Methoxybenzaldehyde | HCID 31244 | — |
| 反応物 | 1-(4,5-Dihydro-1,3-thiazol-2-yl)-1,3-dihydro-2H-indol-2-one | HCID 21405504 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 1-(4,5-Dihydro-2-thiazolyl)-1,3-dihydro-3-[(4-methoxyphenyl)methylene]-2H-indol-2-one | HCID 54221568 | 53.7% |
反応手順
To a warmed benzene solution of 1-(2-thiazolin-2-yl)-indolin-2-one (2.0 g, 7.2 mmol) and p-methoxybenzaldehyde (1.5 g, 11 mmole) is added piperidine (0.6 ml). The mixture is heated at reflux temperature for 2 hours. The reaction mixture is then washed with NaHSO3 solution, diluted HCl and water. The organic phase is dried over anhydrous MgSO4 and concentrated in vacuo. The residue is recrystallized once each from acetone/hexane, acetonitrile and CHCl3 /methanol and gives 1.3 g (43%) of the product (m.p. 164.5°-167° C, softens at 149° C).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04002749 |
| 出典データセット | uspto-grants-1977_01 |
| ORD ID | ord-7c70a85204d147cb9a766fd1cb41b33f |
| 出典メモ | uspto-grants-1977_01 |