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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4581Generated: October 25, 2026

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

https://huagongshe.com/reaction/4581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Reactant2-(4-Acetylaminophenoxy)ethyl 2-(3-nitrobenzylidene)acetylacetateHCID 57315737—
Product2-(4-Acetylaminophenoxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylateHCID 2015120875%

Reaction Conditions

Temperature-5 °C

Reaction Steps

12.28 g (0.03 moles) of 2-(4-acetylaminophenoxy)ethyl 2-(3-nitrobenzylidene)acetylacetate and 3.85 (0.03 moles) of ethyl 3-aminocrotonate are heated under reflux in 30 ml of ethanol for 8 hours. The solution is then cooled to -5° C. to obtain 2-(4-acetylaminophenoxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as yellow crystals melting--after recrystallisation in ethanol--at 198°-200° C. The yield is 75% of the theoretical yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727066
Source datasetuspto-grants-1988_02
ORD IDord-dc1538eb82734bd38e7cfa4b9f6cdea5
Source noteuspto-grants-1988_02