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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390835Generated: October 31, 2026

Ethanol → 1-Acetyl-4-(2-amino-4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2,2-dicarboxylic acid diethylester

https://huagongshe.com/reaction/1390835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1-Acetyl-4-(4-chloro-2-nitrophenyl)-2,3-dihydro-1H-pyrrole-2,2-dicarboxylic acid diethyl esterHCID 12878498—
CatalystPlatinumHCID 23939—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product1-Acetyl-4-(2-amino-4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2,2-dicarboxylic acid diethylesterHCID 12878502—

Reaction Steps

A solution of 82.2 g (0.20 mol) of the compound of Example 10 in 300 ml of tetrahydrofuran and 700 ml of methanol was hydrogenated in the presence of 4 g of 5% sulfided platinum on carbon at room temperature and 1500 psi for 22 hours. The reaction mixture was concentrated and the solid residue (76 g) was recrystallized from ethanol (320 ml) to afford 61.4 g (81%) of light orange crystals, m.p. 151.5-153°. The analytical sample was prepared by a second recrystallization from ethanol: white crystals, m.p, 152-153.5°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04140697
Source datasetuspto-grants-1979_02
ORD IDord-f90499345ffe482885377595ef40879b
Source noteuspto-grants-1979_02