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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386661Generated: November 1, 2026

4-Methyl-6-nitro-2H-1,4-benzoxazin-3-one → 6-amino-4-methyl-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/386661

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-6-nitro-2H-1,4-benzoxazin-3-oneHCID 1477764—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-amino-4-methyl-2H-1,4-benzoxazin-3(4H)-oneHCID 276446397.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

Fe powder (4.1 g, 73.20 mmol) was added to a solution of 4-methyl-6-nitro-4H-benzo[1,4]oxazin-3-one (3.0 g, 14.42 mmol) in EtOH (100 ml) and water (50 ml). The mixture was stirred at 60° C. vigorously with a mechanic stirrer for 18 hours, then filtered through a celite cake. The filtrate was concentrated under reduced pressure to give 2.50 g of 6-amino-4-methyl-4H-benzo[1,4]oxazin-3-one as a solid, 98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372865B2
Source datasetuspto-grants-2013_02
ORD IDord-74d5da20edcb49839e92a81f092250e0
Source noteuspto-grants-2013_02