HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid → HCID 59342358, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | 4-Chlorobenzenesulfonamide | HCID 66824 | — |
| Edukt | Pyrimidine-5-carboxaldehyde | HCID 2761034 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 59342358 | HCID 59342358 | 81% |
Reaktionsschritte
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).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732609B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-ee9130598be74c03a5d2ba3e8c103572 |
| Quellennotiz | uspto-grants-2010_06 |