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Methanol → 2-(2-Chlorophenyl)-4-(2-fluorophenyl)-5-(4-methylthiophenyl) thiazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | 2-Chlorothiobenzamide | HCID 2734824 | — |
| 反応物 | 1-(2-Fluorophenyl)-2-(4-methylthiophenyl)-2-bromo ethanone | HCID 53799463 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-(2-Chlorophenyl)-4-(2-fluorophenyl)-5-(4-methylthiophenyl) thiazole | HCID 53979511 | 79.3% |
反応手順
A solution of 1-(2-fluorophenyl)-2-(4-methylthiophenyl)-2-bromo-ethanone from Step 3 (1.39 g, 4.1 mmol) and 2-chlorothiobenzamide (0.71 g, 4.1 mmol) in 10 mL of ethanol was heated to reflux for 4.4 hours. The solution was cooled to room temperature and poured into 25 mL of methanol, chilled with an ice bath whereupon crystals of pure product formed which were isolated by filtration and air dried to afford the thiazole (1.34 g, 79%): mp 117°-119° C. 1H NMR (CDCl3) 300 MHz 8.37 (m, 1H), 7.62 (m, 2H), 7.49 (d, J=7.7Hz,1H), 7.32 (m, 7H), 7.22 (d, J=8.5Hz, 2H), 2.51 (s, 3H). Mass spectrum M+ +H=412.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05668161 |
| 出典データセット | uspto-grants-1997_09 |
| ORD ID | ord-b701e2d725d546379db794ba1ebfcbe9 |
| 出典メモ | uspto-grants-1997_09 |