関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetonitrile | HCID 6342 | — |
| 反応物 | tert-Butyl methyl ether | HCID 15413 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methyl 1,3-thiazole-5-carboxylate | HCID 331117 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Sodium 2-cyano-1-(1,3-thiazol-5-yl)ethenolate | HCID 86690968 | — |
反応手順
A solution of 1.5 g (10.5 mmol) of methyl 1,3-thiazole-5-carboxylate and 430 mg (10.8 mmol) of acetonitrile in 15 ml of THF was added dropwise to a suspension of 419 mg of sodium hydride (60% strength suspension in mineral oil) in 16 ml of THF which was heated under reflux. The reaction mixture was heated under reflux for 20 h. After cooling, 50 ml of methyl tert-butyl ether were added and the mixture was stirred for 30 minutes. The resulting precipitate was filtered off with suction through a frit and dried under oil pump vacuum. This gave 1.71 g (94% of theory) of the title compound which was combined with the product (3.48 g, 95% of theory) from a second batch starting with 3.0 g (21 mmol) of methyl 1,3-thiazole-5-carboxylate. This material was used without further characterization for the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09394309B2 |
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| 出典データセット | uspto-grants-2016_07 |
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| ORD ID | ord-afcb85efea60443db2e684e976808815 |
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| 出典メモ | uspto-grants-2016_07 |
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