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Sodium methanethiolate → 2-Chloro-4-(methylthio)pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium methanethiolate | HCID 4378561 | — |
| 反応物 | 2,4-Dichloro-5-ethylpyrimidine | HCID 10012458 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-Chloro-4-(methylthio)pyrimidine | HCID 16427148 | 53.6% |
反応手順
To a solution of ethyl 2,4-dichloropyrimidine (20.0 g, 0.13 mol) in 150 mL of anhydrous tetrahydrofurane was added sodium thiomethoxide (49.30 mL, 0.15 mol) at −10° C. The reaction mixture was allowed to warm up to room temperature and then stirred for 5 hours with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (×2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting solid was slurrified with diethyl ether and then collected by filtration to afford the desired intermediate 10 as a white solid (11.2 g, 52%)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08871778B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-4f1103dca1964454aec85ad23af160f0 |
| 出典メモ | uspto-grants-2014_10 |