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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4579Generated: October 25, 2026

Ethanol → 3-{2-[4-(Acetylamino)phenoxy]ethyl} 5-methyl 4-{3-nitrophenyl}-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/4579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethyl 3-aminocrotonateHCID 643918—
Reactant2-(4-Acetylaminophenoxy)ethyl 2-(3-nitrobenzylidene)acetylacetateHCID 57315737—
Product3-{2-[4-(Acetylamino)phenoxy]ethyl} 5-methyl 4-{3-nitrophenyl}-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylateHCID 432886568%

Reaction Conditions

Temperature7 °C

Reaction Steps

15 g (0.04 moles) of 2-(4-acetylaminophenoxy)-ethyl 2-(3-nitrobenzilidene)acetylacetate and 4.19 g (0.04 moles) of methyl 3-aminocrotonate are heated for 4 hours under reflux in 40 ml of ethanol. The solution is cooled to 7° C. to obtain 2-(4-acetylaminophenoxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as yellow crystals melting--after recrystallisation in isopropanol--at 202°-204° C. The yield was 68% of the theoretical yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727066
Source datasetuspto-grants-1988_02
ORD IDord-2f8180b087294f358a57f119070003e4
Source noteuspto-grants-1988_02