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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 247114Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/247114

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-NitrobenzaldehydeHCID 7449—
Edukt2-(n-Propoxy)ethyl 3-aminocrotonateHCID 12529190—
Edukt5-Acetonyl-3-chloromethyl-1,2,4-oxadiazoleHCID 13824705—
LösungsmittelIsopropanolHCID 3776—
Produkt2-(n-Propoxy)ethyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylateHCID 13583342495,1%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04705786
Quelldatensatzuspto-grants-1987_11
ORD IDord-cdf59e3109a848d0a79f78a5454db494
Quellennotizuspto-grants-1987_11