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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576073Generated: November 2, 2026

Water → 4-methyl-8-nitro-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/576073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant8-Nitro-2H-benzo[B][1,4]oxazin-3(4H)-oneHCID 38997184—
SolventDimethylformamideHCID 6228—
Product4-methyl-8-nitro-2H-1,4-benzoxazin-3(4H)-oneHCID 38997176—

Reaction Steps

Sodium hydride (60%) (300 mg, 7.50 mmol) was added to a solution of 8-nitro-2 H-1,4-benzoxazin-3(4 H)-one (971 mg, 5.00 mmol) in N,N-dimethylformamide (15 mL) at room temperature, the mixture was stirred for 10 min, and then methyl iodide (374 μL, 6.00 mmol) was added dropwise thereto. The mixture was stirred at room temperature for 3 hr and water was added to the reaction mixture. The resulting precipitate was collected by filtration, washed with ethyl acetate and water, and then dried at 60° C. under reduced pressure to afford 4-methyl-8-nitro-2 H-1,4-benzoxazin-3(4 H)-one as a pale yellow amorphous substance (453 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035059B2
Source datasetuspto-grants-2015_05
ORD IDord-186321116b2e44dc91fadf96bd7afeb6
Source noteuspto-grants-2015_05