HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Fluoro-3-nitrophenyl isocyanate | HCID 144117 | — |
| Edukt | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester | HCID 85708209 | 56,1% |
Reaktionsschritte
A solution of 4-fluoro-3-nitrophenyl isocyanate (10 g, 0.055 mol) in anhydrous tetrahydrofuran is cooled to 0° C., treated with glycine ethyl ester hydrochloride (7.7 g, 0.055 mol), treated with triethylamine (5.56 g, 0.055 mol) while maintaining the temperature below 10° C., stirred at room temperature for 1 hour and poured into water. The aqueous mixture is extracted with ether. The combined organic extracts are washed sequentially with 1N hydrochloric acid and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain a solid which is air-dried to give the title product as a yellow solid (8.8 g, mp 115°-120° C.).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05616706 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-0ced5012f76c486b8fdc49c48e1c0d68 |
| Quellennotiz | uspto-grants-1997_04 |