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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542231Generated: October 25, 2026

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

https://huagongshe.com/reaction/542231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Methylthioethyl 3-aminocrotonateHCID 19803016—
Reactant2-(4-Acetylaminophenoxy)ethyl 2-(3-nitrobenzylidene)acetylacetateHCID 57315737—
Product2-(4-Acetylaminophenoxy)ethyl 2,6-dimethyl-5-(2-methylthioethoxycarbonyl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylateHCID 2015127480%

Reaction Conditions

Temperature-5 °C

Reaction Steps

15 g (0.04 moles) of 2-(4-acetylaminophenoxy)ethyl 2-(3-nitrobenzylidene)acetylacetate and 6.37 g (0.04 moles) of 2-methylthioethyl 3-aminocrotonate are heated under reflux in 30 ml of ethanol during 8 hours. The solution is then cooled to -5° C. to obtain 2-(4-acetylaminophenoxy)ethyl 2,6-dimethyl-5-(2-methylthioethoxycarbonyl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as yellow crystals melting--after recrystallisation in ethanol--at 76° C.-80° C. The yield is 80% of the theoretical yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04656181
Source datasetuspto-grants-1987_04
ORD IDord-8aee582f035746cf9380b565fe717282
Source noteuspto-grants-1987_04