Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274716Generated: October 25, 2026

Piperidine → 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-2-thioxo-4-thiazolidinone

https://huagongshe.com/reaction/274716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 73219—
ReactantRhodanineHCID 1201546—
SolventEthanolHCID 702—
Product5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-2-thioxo-4-thiazolidinoneHCID 307151169.7%

Reaction Steps

To a solution of 14.6 g (110 mmol) of rhodanine and 25.7 g (110 mmol) of 3,5-di-tert-butyl-4-hydroxybenzaldehyde in 150 ml of ethanol, 1.08 ml (11.0 mmol) of piperidine was added, and the mixture was heated under reflux for 5 hours. After cooling, the precipitated crystals were filtered and washed with cooled ethanol to give 26.71 g of the desired compound (69.7% yield, pale yellow crystals).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389658
Source datasetuspto-grants-1995_02
ORD IDord-a8598e80d52d4d5fb62591f325182133
Source noteuspto-grants-1995_02