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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273489Generated: October 31, 2026

Benzoic Acid → HCID 72804131, compound

https://huagongshe.com/reaction/273489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
ReactantHCID 68958311HCID 68958311—
SolventTolueneHCID 1140—
ProductHCID 72804131HCID 72804131—

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of compound 3-[2-(4-Acetyl-2-chloro-phenoxy)-ethoxy]-2-(3,4-difluoro-phenyl)-1-methyl-1H-quinolin-4-one (97 g, 200 mmol), thiazolidine-2,4-dione (141 g, 1200 mmol), benzoic acid (44 g, 361 mmol) and piperidine (35 g, 411.7 mmol) were taken a single neck round bottomed flask, to this toluene (1000 mL) was added. The round-bottomed flask 20 was fitted with dean stark apparatus, which was connected to a reflux condenser. The reaction mixture was heated to reflux for 48 hours under a nitrogen atmosphere. The reaction mixture was cooled to 25° C. and was allowed to pass through a silica gel column. The product was eluted by using 0.3-0.9% MeOH/CHCl3 to afford the title compound, 37 g (32%) as off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456288B2
Source datasetuspto-grants-2008_11
ORD IDord-ed01ef056c204d6782754f2980e8ce3f
Source noteuspto-grants-2008_11