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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943628Generated: November 1, 2026

Water → 2H,3H,4H-pyrido[4,3-b][1,4]oxazin-3-one

https://huagongshe.com/reaction/1943628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetyl chlorideHCID 6577—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Amino-4-hydroxypyridineHCID 233392—
SolventDimethylformamideHCID 6228—
Product2H,3H,4H-pyrido[4,3-b][1,4]oxazin-3-oneHCID 1447990053%

Reaction Steps

In a 500 ml flask equipped with a reflux apparatus, 3-amino-pyridin-4-ol (7.8 g, 71 mmol) was dissolved in N,N-dimethyl formamide (350 ml). To the reaction solution was added chloroacetyl chloride (6.2 ml, 78 mmol) dropwise at room temperature and then stirred at room temperature for 30 minutes. Potassium carbonate (24 g, 177 mmol) was added thereto and the mixture was heated at 100□ for 40 hours. After completion of the reaction, water was added thereto. The mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by recrystallizing from solvents of ethyl acetate and n-hexane to obtain white solid (5.6 g, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-bc541c16604643c5b9a7e626bd084276
Source noteuspto-grants-2013_03