HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Methylimidazole → (S)-N-[1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethyl]-4-oxo-4-phenylbutanamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Methylimidazole | HCID 1390 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 3-Benzoylpropionic acid | HCID 72871 | — |
| Edukt | (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine | HCID 57943187 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-N-[1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethyl]-4-oxo-4-phenylbutanamide | HCID 59464671 | — |
Reaktionsschritte
3-Benzoylpropionic acid (0.250 g) is dissolved in CH2Cl2 (5 mL), N-methyl imidazole (0.333 mL) is added and the resulting solution is cooled to 0° C. after which a solution of thionyl chloride (0.320 g) in CH2Cl2 (2 mL) is added dropwise. After 0.5 hours (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine, 3, (0.388 g) is added. The reaction is stirred for 18 hours at room temperature and then concentrated in vacuo. The resulting residue is dissolved in EtOAc and washed with 1N HCl and brine. The solution is dried over Na2SO4, filtered, and concentrated and the crude material purified over silica to afford 0.415 g of the desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09096555B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-ff49d2f1be53475c8f3970b1bcfafb0e |
| Quellennotiz | uspto-grants-2015_08 |