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Thionyl Chloride → 2-methoxy-N-[3-methoxy-4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]-5-(trifluoromethoxy)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 2-methoxy-5-(trifluoromethoxy)benzoic Acid | HCID 2775286 | — |
| 反応物 | 2-(4-Amino-2-methoxyphenyl)-6-methoxybenzothiazole | HCID 67236794 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 2-methoxy-N-[3-methoxy-4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]-5-(trifluoromethoxy)benzamide | HCID 67311762 | 73.4% |
反応手順
A stirred mixture of 2-methoxy-5-trifluoromethoxybenzoic acid (0.248 g, 1.05 mmol) and thionyl chloride (4 ml) was heated under reflux for 4 h. After cooling to room temperature, the excess reagent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride and 3-methoxy-4-(6-methoxy-1,3-benzothiazol-2-yl)aniline (0.30 g, 1.05 mmol) in dry pyridine (8 ml) to give the title compound (0.389 g, 73%) as an almost colourless solid after work-up and recrystallisation from acetic acid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08895313B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-a7c8bcb0be5141e1837200dc4050b4ff |
| 出典メモ | uspto-grants-2014_11 |