HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Hexane | HCID 8058 | — |
| Edukt | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| Edukt | 2-Amino-thiazole-5-carboxylic acid ethyl ester | HCID 314628 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester | HCID 20635344 | 88,2% |
Reaktionsschritte
A solution of ethyl 2-aminothiazole-5-carboxylate (0.52 g, 3.0 mmol), 4-t-butylbenzoyl chloride (1.3 mL, 6.7 mmol) and pyridine (1.2 mL) in dichloromethane (10 mL) was stirred at 0° C. for 1.25 h. It was then diluted with dichloromethane and washed with aqueous HCl (1 N) twice, saturated aqueous sodium bicarbonate, and brine. After drying over sodium sulfate, filtration and concentration in vacuo gave a burgundy oil. Trituration with hexane afforded the desired amide as a light tan solid (0.88 g, 88% yield): LC/MS RT=3.85 min; mass spectrum (M+H)+=333.16.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06706717B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-e02f91f1b355421d8c8a396d2d5527ae |
| Quellennotiz | uspto-grants-2004_03 |