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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34697Generated: October 28, 2026

Methanol → 6-Hydroxy-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/34697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
Reactant2-Chloro-N-(2,5-dihydroxy-phenyl)-acetamideHCID 21298677—
SolventDimethylformamideHCID 6228—
Product6-Hydroxy-2H-1,4-benzoxazin-3(4H)-oneHCID 11378689—

Reaction Steps

30% sodium methoxide in methanol (18.4 g, 0.075 mole) was added under stirring to the 2-(α-chloroacetamido)-hydroquinone (13.4 g, 0.075 mole) in dimethylformamide (DMF 10 ml). The resulting solution was poured into water (150 ml) and the separated solid was Coupler (1) (9 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04762925
Source datasetuspto-grants-1988_08
ORD IDord-b52cafd4e953474a8c6bb7c03f548191
Source noteuspto-grants-1988_08