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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218966Generated: October 30, 2026

Thiazolidinedione → HCID 85132866, compound

https://huagongshe.com/reaction/2218966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant3-Hydroxy-4-nitrobenzaldehydeHCID 69712—
SolventEthanolHCID 702—
ProductHCID 85132866HCID 8513286644.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2,4-thiazolidinedione (3.50 g, 30.0 mmol) in ethanol (120 mL) was added 3-hydroxy-4-nitrobenzaldehyde (5.00 g, 30.0 mmol) and piperidine (0.44 mL, 4.50 mmol). The mixture was stirred at reflux for 15 hours and then cooled to 0° C. The resulting precipitate was collected and washed with cold ethanol to afford 3.53 g of the desired compound as a brown solid. Further concentration and precipitation of the mother liquor afforded an additional 3.1 g of the product. This was used without further purification in the next reaction. 1H NMR (CDCl3)·8.20 (1H, d, J=8.8 Hz), 7.75 (1H, s), 7.26 (1H, s), 7.12 (1H, d, J=8.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414040B2
Source datasetuspto-grants-2008_08
ORD IDord-02cab8cd6b154de2888300b8da58ee4b
Source noteuspto-grants-2008_08