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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1270099Generated: October 25, 2026

Potassium Carbonate → 8-Bromo-2,2-dimethyl-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1270099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-bromo-N-(3-bromo-2-hydroxy-phenyl)-2-methyl-propionamideHCID 21873518—
ReactantWater ethylacetateHCID 22728543—
SolventDimethylformamideHCID 6228—
Product8-Bromo-2,2-dimethyl-2H-1,4-benzoxazin-3(4H)-oneHCID 2187351184.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

The 2-bromo-N-(3-bromo-2-hydroxy-phenyl)-2-methyl-propionamide of step 1 was dissolved in DMF (200 ml), and to the DMF solution was added to K2CO3 (6.3 g, 45.58 mmol). The mixture was heated overnight at 150° C., then cooled and poured into a mixture of water/ethyl acetate. The organic fraction was washed with brine. After drying over MgSO4, the organic fraction was concentrated in vacuo and resulting brown residue was purified by flash chromatography to give 8-bromo-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one as a white solid (84.6%). MS: (M−H)− 256.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07202241B2
Source datasetuspto-grants-2007_04
ORD IDord-89a2c7c3c4004b8e8d01f4948e3b7480
Source noteuspto-grants-2007_04