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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649372Generated: October 29, 2026

Ethyl 2-(o-nitrobenzylidene)acetoacetate → 2-Carbamoyloxymethyl-6-methyl-4-(o-nitrophenyl)-3,5-diethoxycarbonyl-1,4-dihydropyridine

https://huagongshe.com/reaction/649372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-(o-nitrobenzylidene)acetoacetateHCID 5250291—
ReactantEthyl acetate hexaneHCID 21226206—
ReactantEthyl 4-carbamoyloxy-3-aminocrotonateHCID 86742112—
SolventEthanolHCID 702—
Product2-Carbamoyloxymethyl-6-methyl-4-(o-nitrophenyl)-3,5-diethoxycarbonyl-1,4-dihydropyridineHCID 1313158858.1%

Reaction Steps

9.4 g (50 millimoles) of ethyl 4-carbamoyloxy-3-aminocrotonate and 13.2 g (50 millimoles) of ethyl 2-(o-nitrobenzylidene)acetoacetate were dissolved in 200 ml of ethanol and reacted at a temperature of from 60° to 70° C. for 16 hours under stirring. The reaction mixture was concentrated under reduced pressure. The residue was crystallized from ethylacetate-hexane, whereby 12.6 g (yield: 58%) of 2-carbamoyloxymethyl-6-methyl-4-(o-nitrophenyl)-3,5-diethoxycarbonyl-1,4-dihydropyridine in crystal form was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04739106
Source datasetuspto-grants-1988_04
ORD IDord-790d81072b9c4e85bfb03409a6c2a7dc
Source noteuspto-grants-1988_04