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p-Toluenesulfonic acid → HCID 59342358、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 4-Chlorobenzenesulfonamide | HCID 66824 | — |
| 反応物 | Pyrimidine-5-carboxaldehyde | HCID 2761034 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | HCID 59342358 | HCID 59342358 | 81% |
反応手順
To a solution of 5-formyl pyrimidine (68, 1.0 g, 9.3 mmol) and 4-chlorobenzene sulfonamide (1.95 g, 10.2 mmol) in toluene (20 mL) was added 4 Å molecular sieves (1.0 g) and MP-TsOH (1.0 g). Dean-stark apparatus with reflux condenser was affixed to reaction vessel and reaction was heated at reflux for 18 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was taken up in EtOAc and filtered through Celite. The filtrate was concentrated in vacuo to yield 2.12 g (81%) 69 as a light brown solid, 1H NMR (CDCl3) δ 9.42 (s, 1H), 9.25 (s, 2H), 9.15 (s, 1H), 7.98 (d, 2H), 7.57 (d, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732609B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-ee9130598be74c03a5d2ba3e8c103572 |
| 出典メモ | uspto-grants-2010_06 |