HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Nitrobenzaldehyde → 2-(n-Propoxy)ethyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Nitrobenzaldehyde | HCID 7449 | — |
| Edukt | 2-(n-Propoxy)ethyl 3-aminocrotonate | HCID 12529190 | — |
| Edukt | 5-Acetonyl-3-chloromethyl-1,2,4-oxadiazole | HCID 13824705 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | 2-(n-Propoxy)ethyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate | HCID 135833424 | 95,1% |
Reaktionsschritte
A mixture of 530 mg of 5-acetonyl-3-chloromethyl-1,2,4-oxadiazole, 450 mg of 3-nitrobenzaldehyde and 560 mg of 2-(n-propoxy)ethyl 3-aminocrotonate in 3 ml of isopropyl alcohol was heated under reflux for 8 hours. The reaction mixture was concentrated in vacuo and the residue was chromatographed on silica gel using benzene-acetonitrile (10:1) as eluent to give 1.35 g of 2-(n-propoxy)ethyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate. Recrystallization from n-hexane-isopropylalcohol afforded pale yellow crystals, m.p. 129°-130° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04705786 |
| Quelldatensatz | uspto-grants-1987_11 |
| ORD ID | ord-cdf59e3109a848d0a79f78a5454db494 |
| Quellennotiz | uspto-grants-1987_11 |