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HRID 4586Erstellt: 23. Oktober 2026

3-Nitrobenzaldehyde → 2-(4-Acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/de/reaction/4586

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-NitrobenzaldehydeHCID 7449—
Edukt2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Edukt2-(4-Acetylaminobenzoyloxy)ethyl acetylacetateHCID 20151269—
LösungsmittelEthanolHCID 702—
Produkt2-(4-Acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylateHCID 2015128046%

Reaktionsbedingungen

Temperatur-5 °C

Reaktionsschritte

20 g (0.07 moles) of 2-(4-acetylaminobenzoyloxy)ethyl acetylacetate, 8.41 (0.07 moles) of ethyl 3-aminocrotonate and 9.84 g (0.07 moles) of 3-nitrobenzaldehyde are heated under reflux in 65 ml of ethanol for 8 hours. The solvent is then evaporated, 15 ml of boiling methanol are added to the residue, the solution is discoloured with activated charcoal and cooled to -5° C. to obtain 2-(4-acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate with half a molecule of ethanol as yellow crystals melting--after recrystallisation in ehtanol--at 157°-162° C. The yield is 46% of the theoretical yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04727066
Quelldatensatzuspto-grants-1988_02
ORD IDord-e8342923f9524540becdf8521b43cb93
Quellennotizuspto-grants-1988_02