Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592932Generated: October 31, 2026

Nitrogen → 2-Amino-5-(4-nitrophenyl)furan-3,4-dicarboxylic acid diethylester

https://huagongshe.com/reaction/1592932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant4-Nitrobenzoyl-chloroacetic acid ethyl esterHCID 13593391—
ReactantHCID 86596802HCID 86596802—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-5-(4-nitrophenyl)furan-3,4-dicarboxylic acid diethylesterHCID 69416847—

Reaction Steps

105 g (0.39 mols, 1 eq) of 4-nitrobenzoyl-chloroacetic acid ethyl ester are dissolved in 600 ml of THF. To this solution are added, on a water bath (T=35° C.), in portions, 49.4 g (0.37 mols) of finely ground sodium cyanoacetic acid ethyl ester (preparation: Chem, Ber. 1962, 95, 307-318.). It is stirred over night (under N2), fully concentrated by evaporation, and extracted with H2O and CH2Cl2. The combined CH2Cl2 phase is washed with H2O, and finally dried over MgSO4 and freed from solvent. Crystallisation from toluene yields the title compound, m.p.: 174-177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07294633B2
Source datasetuspto-grants-2007_11
ORD IDord-6f3993f5811b41b4ba112e8c77ef7f1d
Source noteuspto-grants-2007_11