Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583414Generated: November 2, 2026

Potassium Iodide → 2-[6-(Pyrimidin-5-yl)hexyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1583414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
Reactant5-(6-Chlorohexyl)pyrimidineHCID 13999753—
ReactantPhthalimide potassium saltHCID 24194345—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-[6-(Pyrimidin-5-yl)hexyl]-1H-isoindole-1,3(2H)-dioneHCID 1355755471.1%

Reaction Steps

A solution of 22.3 g of 6-(5-pyrimidinyl)hexyl chloride, 41.6 g of potassium phthalimide, and 1.8 g of potassium iodide in 180 ml of dimethylformamide was heated to a bath temperature of 130° C. for 1 hour. The mixture was diluted with water and was extracted with dichloromethane. The combined organic layers were washed with water and were dried over potassium carbonate. The residue obtained after evaporation was crystallized from ethyl acetate-hexane to give 24.7 g (71%) of 2-[6-(5-pyrimidinyl)hexyl]-1H-isoindole-1,3-(2H)-dione, mp 124°-126.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04551460
Source datasetuspto-grants-1985_11
ORD IDord-55b7fa63147e4b249768d30f77e04cb2
Source noteuspto-grants-1985_11