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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1297632Generated: October 30, 2026

Ammonium Acetate → 4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1297632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantRhodanineHCID 1201546—
Reactant4-Ethoxy-6-formyl-quinoline-3-carbonitrileHCID 58585818—
SolventTolueneHCID 1140—
Product4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrileHCID 58585780100%

Reaction Steps

The suspension of 4-ethoxy-6-formyl-quinoline-3-carbonitrile (example 14e, 1.13 g, 5 mmol) and rodahnine (2-thioxo-thiazolin-4-one) (1.0 g, 7.5 mmol) in anhydrous toluene (50 mL) was added ammonium acetate (0.77 g, 10 mmol). The mixture was stirred under reflux for 6 h. After cooling to room temperature, the solid was collected by filtration, washed with water, toluene and dried to obtain 4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile (1.7 g, 100%) as a grey solid. LC-MS m/e 342 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07250515B2
Source datasetuspto-grants-2007_07
ORD IDord-5203bd926df14b09b6ce4faba2332ecd
Source noteuspto-grants-2007_07