HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → ethyl 5-amino-1-ethyl-1H-pyrazole-4-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester | HCID 78943 | — |
| Edukt | Hydrazine, ethyl-, ethanedioate (1:1) | HCID 96181 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | ethyl 5-amino-1-ethyl-1H-pyrazole-4-carboxylate | HCID 15192649 | 80,1% |
Reaktionsschritte
Triethylamine (19.6 ml, 144 mmol) was added cautiously to a solution of ethyl (ethoxymethylene)cyanoacetate (10.1 g, 60 mmol) and ethyl hydrazine oxalate (9.9 g, 66 mmol) in ethanol (200 ml). The mixture was heated at reflux for 24 h then concentrated in vacuo. The residue was redissolved in EtOAc, washed with 5% KHCO3 solution then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 25% pet. ether:75% EtOAc) to yield the title compound (8.8 g, 80%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202858B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-3d79a6c5618a4960a925aeae8f102cd0 |
| Quellennotiz | uspto-grants-2012_06 |