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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612964Generated: October 29, 2026

Water → 1H-Isoindole-1,3(2H)-dione, 2-(4-bromo-2-fluoro-5-methoxyphenyl)-4,5,6,7-tetrahydro-

https://huagongshe.com/reaction/1612964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3,4,5,6-Tetrahydrophthalic anhydrideHCID 12475—
Reactant4-Bromo-2-fluoro-5-methoxyanilineHCID 13363137—
SolventAcetic AcidHCID 176—
Product1H-Isoindole-1,3(2H)-dione, 2-(4-bromo-2-fluoro-5-methoxyphenyl)-4,5,6,7-tetrahydro-HCID 15865333.9%

Reaction Steps

4-Bromo-2-fluoro-5-methoxyaniline (1.1 g) and 3,4,5,6-tetrahydrophthalic anhydride (0.8 g) were dissolved in acetic acid (5 ml) and refluxed for 3 hours. The resultant mixture was allowed to cool to room temperature and poured into water, followed by extraction with ether. The ether extract was washed with water, dried over anhydrous sodium sulfate and subjected to filtration. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography to obtain 0.6 g of N-(4-bromo-2-fluoro-5-methoxyphenyl)-3,4,5,6-tetrahydrophthalimide (Compound No. 12). M.P., 105°-106° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05191105
Source datasetuspto-grants-1993_03
ORD IDord-d6c60239f93f45a6bd44e437ec19a00c
Source noteuspto-grants-1993_03