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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209280Generated: October 31, 2026

Acetic Anhydride → 7-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-one

https://huagongshe.com/reaction/2209280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant2-Amino-4-bromobenzoic acidHCID 88691—
Product7-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-oneHCID 1267611949.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

2-amino-4-bromobenzoic acid (825 mg, 3.82 mmol) was taken up in acetic anhydride (5.2 mL, 55.01 mmol) and mixture was heated at 130° C. After 4 hours, reaction mixture was cooled to rt and left there for two hours. The solid that precipitated was filtered and washed with cold ether, and dried in-vacuo to yield 7-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-one 7.25 (451 mg), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-71b3258ce6e64bf2b3aa58cbffe46d94
Source noteuspto-grants-2016_06