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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811451Generated: October 31, 2026

Thiazolidinedione → 5-[1-(5-Benzyl-6-oxo-5,6-dihydrophenanthridin-2-yl)methylidene]thiazolidine-2,4-dione

https://huagongshe.com/reaction/1811451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
Reactant5-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carboxaldehydeHCID 86233783—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventTolueneHCID 1140—
Product5-[1-(5-Benzyl-6-oxo-5,6-dihydrophenanthridin-2-yl)methylidene]thiazolidine-2,4-dioneHCID 8661395180%

Reaction Steps

592 mg of 5-benzyl-6-oxo-5,6-dihydrophenanthridine-2-carboxaldehyde and 221 mg of 2,4-thiazolidinedione were suspended in 10 ml of toluene. Two drops of acetic acid and two drops of piperidine were added to the suspension, followed by heating and refluxing overnight. The reaction liquid was cooled, and the solid thus obtained was collected by filtration. The collected solid was washed with toluene-diethyl ether, and dried, giving 620 mg (80% yield) of 5-[1-(5-benzyl-6-oxo-5,6-dihydrophenanthridin-2-yl)methylidene]thiazolidine-2,4-dione as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362252B2
Source datasetuspto-grants-2013_01
ORD IDord-2ff79f5966624f9b85db1e529c9f5692
Source noteuspto-grants-2013_01