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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860937Generated: October 26, 2026

5-Chlorooxindole → 4-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1860937

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-ChlorooxindoleHCID 152801—
Reactant5-Formyl-4-(2-ethoxycarbonylethyl)-3-methyl-1H-pyrrole-2-carboxylic acid ethyl esterHCID 11022333—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product4-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl esterHCID 5396939886%

Reaction Steps

5-Formyl-4-(2-ethoxycarbonylethyl)-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (281 mg), 5-chloro-2-oxindole (168 mg), and piperidine (2 drops) in ethanol (2 mL) were refluxed for 2 hours. The reaction mixture was cooled and the precipitate that formed was filtered, washed with ethanol and hexanes, and dried to give 369 mg (86%) of 4-(2-ethoxycarbonylethyl)-3-methyl-5-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester as a light yellow needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531502B1
Source datasetuspto-grants-2003_03
ORD IDord-a7b96a36e84446d599d8f7a89233b4ad
Source noteuspto-grants-2003_03