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Methyl iodide → 5-Acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Carbon Disulfide | HCID 6348 | — |
| 反応物 | Chloroacetone | HCID 6571 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 3-(4-Methylphenyl)-3-oxopropanenitrile | HCID 522513 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrile | HCID 22019029 | — |
反応手順
3-(4-Methyl-phenyl)-3-oxo-propionitrile (5 mmol) was added to a suspension of K2CO3 (3 equivalents, 15 mmol) in DMF (4.5 mL) and allowed to stir at room temperature. After 10 minutes, CS2 (1.25 equivalents, 7.5 mmol) was added in one portion and the resulting mixture stirred at room temperature for an additional 10 minutes. A solution of 1-chloro-propan-2-one (1.0 equivalent, 5 mmol) in DMF (5 mL) was added. After 1 hour, a solution of MeI (1.1 equivalents, 5.5 mmol) in DMF (2 mL) was added in a dropwise fashion. After 30 minutes, the mixture was poured onto water and the resulting mixture was stirred vigorously for 12–16 hours to afford a suspension of the desired product. The crude product was isolated by filtration.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084159B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-d5067be8faaa479d8cc0710e9fd56529 |
| 出典メモ | uspto-grants-2006_08 |