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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893868Generated: October 25, 2026

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

https://huagongshe.com/reaction/893868

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 numberUS04282028
Source datasetuspto-grants-1981_08
ORD IDord-dfc76c2b2d994cfcb531a12813a8a835
Source noteuspto-grants-1981_08