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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778698Generated: October 31, 2026

Water → 6-Bromo-4-methyl-1,4-benzoxazin-3-one

https://huagongshe.com/reaction/1778698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Bromo-2H-1,4-benzoxazin-3(4H)-oneHCID 16218142—
SolventDimethylformamideHCID 6228—
Product6-Bromo-4-methyl-1,4-benzoxazin-3-oneHCID 53217383—

Reaction Steps

Sodium hydride (0.10 g, 2.6 mmol) was added to a solution of 6-bromo-2H-1,4-benzoxazin-3(4H)-one (0.49 g, 2.1 mmol) in N,N-dimethylformamide (3 mL) under nitrogen. After the mixture was stirred at r.t. for 10 min, methyl iodide (0.27 mL, 4.3 mmol) was added. The reaction mixture was stirred at r.t. for 1 h. Then 10 mL of water was added to the mixture, and a white precipitate was removed by filtration, washed with water, and dried under vacuum to afford the product which was directly used in next step reaction without further purification. LCMS (M+H)+=242.2/244.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266892B2
Source datasetuspto-grants-2016_02
ORD IDord-4860fe20bc02423f80af4e193de3b613
Source noteuspto-grants-2016_02