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Sodium Bicarbonate → 2-{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2-Bromo-1-phenyl-2-(phenylthio)ethanone | HCID 15651235 | — |
| 反応物 | 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide | HCID 24696128 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione | HCID 57687726 | 71% |
反応手順
To a solution of 2-bromo-1-phenyl-2-(phenylthio)ethanone (3.2 g) in N,N-dimethylformamide (25 mL) was added 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide (2.3 g) and the mixture was stirred at room temperature for 3 hr. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound as white crystals (yield 3.0 g, yield 71%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08334301B2 |
| 出典データセット | uspto-grants-2012_12 |
| ORD ID | ord-9e9c8872664746549e733a50186d38e8 |
| 出典メモ | uspto-grants-2012_12 |