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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086672Generated: October 25, 2026

Water → 1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-

https://huagongshe.com/reaction/1086672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3,4,5,6-Tetrahydrophthalic anhydrideHCID 12475—
ReactantBenzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)-HCID 158649—
SolventAcetic AcidHCID 176—
Product1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-HCID 15865046.4%

Reaction Steps

4-Chloro-2-fluoro-5-isopropoxyaniline (1.3 g) and 3,4,5,6-tetrahydrophthalic anhydride (1.12 g) were dissolved in acetic acid (10 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 1.0 g of N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (Compound No. 1). M.P., 81°-82° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030761
Source datasetuspto-grants-1991_07
ORD IDord-aea372cb8e8a4c5a96c6e47051805c7d
Source noteuspto-grants-1991_07