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4-Toluenesulfonyl chloride → 1-(toluene-4-sulfonyl)-1H-pyrazole-4-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | ethyl 1H-pyrazole-4-carboxylate | HCID 142179 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ammonium Chloride | HCID 25517 | — |
| 生成物 | 1-(toluene-4-sulfonyl)-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 21628277 | — |
反応手順
To a solution of ethyl 1H-pyrazole-4-carboxylate (4.50 g, 32.11 mmol) in THF was added 60% NaH (1.60 g, 40.00 mmol) in mineral oil. After 20 minutes, p-toluenesulfonyl chloride was added. After 3 hours, the mixture was diluted with saturated aqueous NH4Cl and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 30-50% ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford 1-(toluene-4-sulfonyl)-1H-pyrazole-4-carboxylic acid ethyl ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08063065B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-c6c1caf4f0554cc580b27e0f9d6a773a |
| 出典メモ | uspto-grants-2011_11 |