関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | Sodium methanethiolate | HCID 4378561 | — |
| 反応物 | [2-(Trifluoromethyl)-1,3-thiazol-4-yl]methanol | HCID 20079604 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | Thiazole, 4-[(methylthio)methyl]-2-(trifluoromethyl)- | HCID 58088366 | 73.4% |
反応手順
2-(Trifluoromethyl)4-thiazolemethanol (EP 402246; 1.5 g, 8.3 mmol) was dissolved in 15 ml chloroform, treated with thionyl chloride(1.8 ml, 2.4 g, 21 mmol) and heated to reflux. After 1h, the mixture was cooled and volatiles were removed under vacuum. The residue was taken up in 25 ml ethyl acetate and washed with 10 ml sat. NaHCO3, 10 ml sat. NaCl, dried(Na2SO4) and evaporated. The residue was taken up in 5 ml ethanol and treated in portions with sodium thiomethoxide (800 mg, 12 mmol) and stirred for 1 h at 25° C. The mixture was poured into 15 ml water and extracted 2× 15 ml ethyl acetate. The combined extracts were washed with sat. NaCl, dried(Na2SO4) and evaporated to obtain 1.3 g of 2-(Trifluoro-methyl)-4(methylthio)methyl thiazole (A).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07863303B2 |
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| 出典データセット | uspto-grants-2011_01 |
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| ORD ID | ord-cd44fa74dab247e485c19181a521991f |
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| 出典メモ | uspto-grants-2011_01 |
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