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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598065Generated: October 26, 2026

Water → 8-Bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one

https://huagongshe.com/reaction/598065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-N-(3-bromo-2-hydroxyphenyl)propionamideHCID 67267090—
SolventDimethylformamideHCID 6228—
Product8-Bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 6726732460%

Reaction Steps

A mixture of 2-bromo-N-(3-bromo-2-hydroxyphenyl)propionamide (4.70 g, 14.6 mmol) and potassium carbonate (2.01 g, 14.6 mmol) in N,N-dimethylformamide (100 ml) was stirred at room temperature for 15 h. The mixture was poured into water and extracted with ether. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by column chromatography eluting with 20% ethyl acetate/n-hexane to afford 2.12 g (60%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-c2bdb171b3ff42af8683aa03ba3fbb2e
Source noteuspto-grants-2011_03