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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1902173Generated: October 25, 2026

2,5-Hexanedione → 2-(2,5-dimethyl-1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1902173

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-HexanedioneHCID 8035—
ReactantN-AminophthalimideHCID 74645—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product2-(2,5-dimethyl-1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)-dioneHCID 281716998%

Reaction Steps

A mixture of N-amino-phthalimide (50 g) and 2,5-hexadione (35.2 g) in 400 ml acetic acid was refluxed for 48 hours, stripped of solvent, slurried in methylene chloride and filtered. The filtrate was washed with saturated sodium bicarbonate solution, dried and stripped to yield N-(2,5-dimethylpyrrol-1-yl)-phthalimide (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04362548
Source datasetuspto-grants-1982_12
ORD IDord-31bdf4ae6a4a4b9580e03cd430ceb9c7
Source noteuspto-grants-1982_12