HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → Ethyl 3-amino-1H-pyrrole-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | 1,3-Diethyl 2-[(2-cyanoeth-1-EN-1-YL)amino]propanedioate | HCID 57346211 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Sodium ethoxide | HCID 2723922 | — |
| Produkt | Ethyl 3-amino-1H-pyrrole-2-carboxylate | HCID 2773439 | 54,4% |
Reaktionsschritte
Into a 1000-mL round-bottom flask was placed a solution of diethyl 2-(2-cyanovinylamino)malonate (30 g, 119.3 mmol, 1.00 equiv, 90%) in ethanol (420 mL) and sodium ethanolate (80 mL, 21%). The resulting solution was stirred for 3 days at room temperature. After the addition of acetic acid (15 ml), the resulting mixture was concentrated under vacuum, dissolved in 200 mL of dichloromethane, washed with 2×100 mL of saturated aqueous sodium bicarbonate and 1×100 mL of brine, dried over anhydrous sodium sulfate and concentrated. The residue was dried in HV to afford 10 g (49%) of ethyl 3-amino-1H-pyrrole-2-carboxylate as an orange syrup.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08653089B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-3e0f8f18948443feaae0b049d89d3bf4 |
| Quellennotiz | uspto-grants-2014_02 |