化工社化工社 化学情報印刷レポート · 研究参考用
Thionyl Chloride → 4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline | HCID 391870 | — |
| 反応物 | 4-(Acetyloxy)-3-nitrobenzoic acid | HCID 14057307 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide | HCID 67311715 | 86% |
反応手順
A mixture of 4-acetoxy-3-nitrobenzoic acid (0.44 g, 1.95 mmol) and thionyl chloride (5 ml) was heated under reflux for 1.5 h. The reaction mixture was cooled to room temperature and excess reagent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section above using the acid chloride and 2-(4-aminophenyl)-6-methoxybenzothiazole (0.50 g, 1.95 mmol) in dry THF (25 ml) containing diisopropylethylamine (0.302 g, 2.34 mmol) to give the title compound (0.728 g, 86%) as a tan-coloured solid after work-up.
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-aceaf32f8a304220a6ff16ffaa0ed645 |
| 出典メモ | uspto-grants-2014_11 |