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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1168082Generated: October 29, 2026

Acetic Acid → HCID 86584085, compound

https://huagongshe.com/reaction/1168082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
ReactantPiperidinium acetateHCID 3014295—
ReactantHCID 22285675HCID 22285675—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 86584085HCID 8658408533.1%

Reaction Steps

To a suspension of the title compound from Step B (60 mg, 0.18 mmol) and thiazolidinedione (21 mg, 0.18 mmol) in dry toluene (2 ml) was added a catalytic amount of piperidinium acetate which was generated by the addition of piperidine (1.5 mg, 0.018 mmol) and acetic acid (1.1 mg, 0.018 mmol). The mixture was heated to reflux under nitrogen for two hours. The solution was cooled, diluted with ethyl acetate (15 ml), washed with 1 N HCl (3×10 ml) and brine (10 ml), dried, filtered, and concentrated. The residue was purified by preparative TLC (5% methanol in dichloromethane) to give the title compound (26.1 mg) as a yellow solid. MS (APCl−) Calc.: 437.0, Found: 436.1 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620830B2
Source datasetuspto-grants-2003_09
ORD IDord-acf0631044f04af9b3cff3f5823dbb3d
Source noteuspto-grants-2003_09