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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570167Generated: October 26, 2026

Acetic Anhydride → 6-methoxy-2-methyl-4H-benzo[d][1,3]oxazin-4-one

https://huagongshe.com/reaction/570167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant5-Methoxyanthranilic acidHCID 277930—
Product6-methoxy-2-methyl-4H-benzo[d][1,3]oxazin-4-oneHCID 60555577%

Reaction Steps

A solution of 5-methoxyanthranilic acid (7.8 g, 46.5 mmol) was refluxed in acetic anhydride (60 mL) for 2 h15 before being cooled and concentrated under reduced pressure. The crude residue was then concentrated twice in the presence of toluene before being filtered and washed with ether to yield to the title compound (6.8 g, 77% yield) as a beige solid; LC/MS: m/z 192 [M+H]+, Rt 1.69 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023842B2
Source datasetuspto-grants-2015_05
ORD IDord-a369aaa1b46948c3b632be5438e216a0
Source noteuspto-grants-2015_05