HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Chloro-o-anisic acid → 5-chloro-N-(5-chlorothiazol-2-yl)-2-methoxybenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-Chloro-o-anisic acid | HCID 76970 | — |
| Edukt | 2-Amino-5-chlorothiazole hydrochloride | HCID 148743 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 5-chloro-N-(5-chlorothiazol-2-yl)-2-methoxybenzamide | HCID 86618912 | — |
Reaktionsschritte
A mixture of 2-amino-5-chlorothiazole hydrochloric acid (1.0 g, 5.9 mmol), 5-chloro-2-methoxybenzoic acid (1.3 g, 7.0 mmol), 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (Chem-Impex International, 2.2 g, 12 mmol), 1-hydroxbenzotriazole (0.95 g, 7.0 mmol) and 4-dimethylaminopyridine (0.14 g, 1.2 mmol) in 6 mL of pyridine was allowed to stir at ambient temperature for 72 hours. The reaction mixture was concentrated under reduced pressure and 10 mL of H2O was added. The resulting solids were isolated by filtration, washed with 5 mL of H2O and twice with 5 mL of ethyl acetate, and dried to afford the title compound. MS (DCI/NH3) m/z 303 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841334B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-16f7c185f4ca43919749ba8193650962 |
| Quellennotiz | uspto-grants-2014_09 |