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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474473Generated: October 25, 2026

Acetic Anhydride → 4-((5-Fluoro-3-pyridinyl)methylene)-2-(2-thienyl)-5(4H)-oxazolone

https://huagongshe.com/reaction/1474473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium AcetateHCID 517045—
Reactant((2-Thienylcarbonyl)amino)acetic acidHCID 679227—
Reactant5-Fluoropyridine-3-carbaldehydeHCID 14141159—
SolventWaterHCID 962—
Product4-((5-Fluoro-3-pyridinyl)methylene)-2-(2-thienyl)-5(4H)-oxazoloneHCID 7523840968.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a screw-capped test tube, N-(2-thienylcarbonyl)glycine (56 mg, 0.3 mmol), 5-fluoro-3-pyridinecarboxaldehyde (41 mg, 0.3 mmol), sodium acetate (25 mg, 0.3 mmol) and acetic anhydride (0.3 mL) were added. The test tube was sealed, and it was then stirred at an external temperature of 90° C. Three hours later, the temperature of the reaction solution was returned to room temperature, and water (1.5 mL) was then added thereto. The obtained mixture was stirred at the same temperature as described above for 1.5 hours. Thereafter, the precipitated crystal was collected by filtration, and it was washed with water (5 mL) and was then dried under reduced pressure, so as to obtain 56 mg of the above-captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018238B2
Source datasetuspto-grants-2015_04
ORD IDord-fae00b65beba4bc18770bfcd40ef8c5d
Source noteuspto-grants-2015_04