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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811441Generated: October 31, 2026

Thiazolidinedione → 5-[8-Methoxy-1-(4-methoxycarbonyl benzyl)-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethylidene]thiazolidine-2,4-dione

https://huagongshe.com/reaction/1811441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
Reactant1-(4-Carbomethoxybenzyl)-8-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline-5-carboxaldehydeHCID 86613925—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventTolueneHCID 1140—
Product5-[8-Methoxy-1-(4-methoxycarbonyl benzyl)-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethylidene]thiazolidine-2,4-dioneHCID 8661394190%

Reaction Steps

7.0 g of 8-methoxy-1-(4-methoxycarbonylbenzyl)-2-oxo-1,2,3,4-tetrahydroquinoline-5-carboxaldehyde and 3.25 g of 2,4-thiazolidinedione were suspended in 70 ml of toluene. Ten drops of piperidine and ten drops of acetic acid were added, followed by heating and refluxing for 4 hours. The resultant was allowed to cool to precipitate a solid, and the precipitated solid was collected by filtration and dried, giving 8.0 g (90% yield) of 5-[8-methoxy-1-(4-methoxycarbonylbenzyl)-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethylidene]thiazolidine-2,4-dione as a light yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362252B2
Source datasetuspto-grants-2013_01
ORD IDord-126f021bd8a941ee8568e13c31910473
Source noteuspto-grants-2013_01