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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751178Generated: October 28, 2026

Thiazolidinedione → HCID 58312726, compound

https://huagongshe.com/reaction/1751178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant2-Methylsulfanylpyrimidine-4-carbaldehydeHCID 15407008—
SolventEthanolHCID 702—
ProductHCID 58312726HCID 58312726—

Reaction Conditions

Temperature80 °C

Reaction Steps

A 40 mL round-bottomed vial was charged with 2-(methylthio)pyrimidine-4-carbaldehyde (4) (771 mg, 5 mmol), thiazolidine-2,4-dione (586 mg, 5 mmol, 1.0 equiv.), and piperidine (400 μL, 4 mmol, 0.8 equiv.) in ethanol (20 mL, 0.25 M). The reaction mixture was heated to 80° C. and shaken for 20 h. The resulting yellow precipitate was isolated by filtration and washed with ethanol (1×20 mL) and dried in vacuo to afford (Z)-5-((2-(methylthio)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione (5) as a yellow solid (550 mg, 898 mg theoretical, 61%). LC-MS m/z 254 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09157077B2
Source datasetuspto-grants-2015_10
ORD IDord-fc722c7c2a334afab8a831deb9de9d02
Source noteuspto-grants-2015_10