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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575798Generated: October 29, 2026

Ethyl Acetate → 8-bromo-6-methyl-4,6-dihydro-2H-pyrido[4,3-b][1,4]oxazine-3,5-dione

https://huagongshe.com/reaction/575798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
Reactant6-methyl-4H-pyrido[4,3-b][1,4]oxazine-3,5-dioneHCID 118021615—
SolventAcetonitrileHCID 6342—
Product8-bromo-6-methyl-4,6-dihydro-2H-pyrido[4,3-b][1,4]oxazine-3,5-dioneHCID 11802143178%

Reaction Steps

At room temperature, to the title compound of step 1 (90 mg, 0.5 mmol) in anhydrous CH3CN (1 mL) was added NBS (89 mg, 0.5 mmol). After stirring about 2 h, additional NBS (75 mg, 0.4 mmol) was added and the reaction was complete within 20 min. EA extractive work up and silica gel chromatography gave the title compound (51 mg, 0.39 mmol) in 39% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-670a22c1db314c4e9e2b99f4b206593f
Source noteuspto-grants-2015_05