関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| 反応物 | ethyl(2E)-3-(1,2,3-benzothiadiazol-7-yl)acrylate | HCID 66720648 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | Ethyl 2-(1,2,3-benzothiadiazol-7-yl)cyclopropanecarboxylate | HCID 59334567 | 47.2% |
反応手順
To a suspension of 60% sodium hydride (1.34 g, 30.7 mmol) in dimethyl sulfoxide (20 mL) was added a solution of trimethylsulfoxonium iodide (6.76 g, 30.7 mmol) in dimethyl sulfoxide (50 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added a solution of ethyl(2E)-3-(1,2,3-benzothiadiazol-7-yl)acrylate (6.00 g, 25.6 mmol) in dimethyl sulfoxide (130 mL) at 0° C., and the mixture was stirred at room temperature for 6 hr. Water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/2) to give the title compound (3.00 g, yield 47%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08110585B2 |
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| 出典データセット | uspto-grants-2012_02 |
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| ORD ID | ord-93e41ad5e5be47a09ee6f4558adb608a |
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| 出典メモ | uspto-grants-2012_02 |
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