HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 22142535, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Edukt | 2-Chloropyridine | HCID 7977 | — |
| Edukt | Ethyl 3-(2,4-dichlorophenyl)-3-oxopropanoate | HCID 542007 | — |
| Edukt | {2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine | HCID 22142808 | — |
| Edukt | Ethyl 6-chloro-2-phenylpyridine-3-carboxylate | HCID 22142863 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Produkt | HCID 22142535 | HCID 22142535 | — |
Reaktionsschritte
Ethyl 2-(2,4-dichlorophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-pyridine-3-carboxylate was prepared from ethyl 3-(2,4-dichlorophenyl)-3-oxopropanoate (ref Wemple, J.; et. al. Synthesis 1993, 290-292.) as the starting material and THF/ethanol ratio of 3:1 as the solvent in the first step. The oxidation uses DDQ. The final product is achieved directly from the chloropyridine by reacting ethyl 6-chloro-2-phenylpyridine-3-carboxylate with 2-(2-aminoethylamine)-5-nitropyridine in CH3CN and Hüing's Hüing's base at 120° C. for 18 hours. The procedures are analogous to the general method for {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07425557B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-88543bdb59334bb18b51554df9150294 |
| Quellennotiz | uspto-grants-2008_09 |