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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723685Generated: October 31, 2026

8-(2-Chlorophenylamino)-6,7-difluoro-4-methylbenzo[d][1,2]oxazin-1-one → 7-(2-Chlorophenylamino)-5,6-difluoro-3-methyl-2,3-dihydro-isoindol-1-one

https://huagongshe.com/reaction/1723685

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-(2-Chlorophenylamino)-6,7-difluoro-4-methylbenzo[d][1,2]oxazin-1-oneHCID 67403701—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product7-(2-Chlorophenylamino)-5,6-difluoro-3-methyl-2,3-dihydro-isoindol-1-oneHCID 6740488374%

Reaction Steps

A mixture solution of 8-(2-chlorophenylamino)-6,7-difluoro-4-methyl-benzo[d][1,2]oxazin-1-one (26 mg, 0.079 mmol) and Zn (30 mg, 0.46 mmol) in AcOH (2 mL) was heated for 1 hour at 85° C. The reaction mixture was filtered and the solid was washed with additional AcOH. The filtrate was concentrated in vacuo, diluted with EtOAc, and washed with saturated aqueous NaHCO3 and water. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to give the desired product (18 mg, 74%) that was used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07485643B2
Source datasetuspto-grants-2009_02
ORD IDord-4a59485d1cca4a4c8453ac53fab457e9
Source noteuspto-grants-2009_02