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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943725Generated: November 3, 2026

Sodium Hydroxide → 5H-pyrimido-[4,5-b][1,4]oxazin-6-one

https://huagongshe.com/reaction/1943725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTin tetrachlorideHCID 24287—
Reactant(6-Chloro-5-nitro-pyrimidin-4-yloxy)-acetic acid methyl esterHCID 86650561—
SolventHydrochloric AcidHCID 313—
Product5H-pyrimido-[4,5-b][1,4]oxazin-6-oneHCID 53790813—

Reaction Steps

In a 25 ml flask, (6-chloro-5-nitro-pyrimidin-4-yloxy)-acetic acid methyl ester (280 mg, 1.1 mmol) and tin tetrachloride (849 mg, 4.5 mmol) were dissolved in hydrochloric acid (7 ml) and heated for 1 hour at 80□. The reaction mixture was cooled to room temperature and neutralized by adding 10% sodium hydroxide solution dropwise, and the formed solid was removed by filtration. The filtrate was extracted with ethyl acetate, and the combined organic layer was washed with saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The obtained yellow solid mixture (107 mg) was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-ad2488066abb447b94dc739b108706b8
Source noteuspto-grants-2013_03