Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161693Generated: October 25, 2026

Succinyl chloride → 1-[4-(3-Chloro-4-hydroxy-phenylamino)-6-phenyl-pyrimidin-2-yl]-pyrrolidine-2,5-dione

https://huagongshe.com/reaction/1161693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinyl chlorideHCID 10970—
Reactant4-(2-Amino-6-phenyl-pyrimidin-4-ylamino)-2-chloro-phenolHCID 58626141—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-[4-(3-Chloro-4-hydroxy-phenylamino)-6-phenyl-pyrimidin-2-yl]-pyrrolidine-2,5-dioneHCID 11589293—

Reaction Steps

To a solution of compound 4-(2-amino-6-phenyl-pyrimidin-4-ylamino)-2-chloro-phenol (0.5 g, 1.6 mmol) in dry dimethylformamide (10 mL) was added 4-(N,N-dimethylamino)pyridine (0.39 g, 3.2 mmol) at 0° C. with stirring under nitrogen atmosphere. To this was added freshly prepared succinyl chloride (0.62 g, 4 mmol). The mixture was then stirred at 80° C. for 20 hours. After completion of the reaction the mixture was diluted with water (75 mL), the solid separated was filtered off, washed with cold water (200 mL) and dried. The solid was purified further by column chromatography using petroleum ether-ethyl acetate to give the desired product as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820654B2
Source datasetuspto-grants-2010_10
ORD IDord-00aa9bc38e134df8ab973a9e9f70ce33
Source noteuspto-grants-2010_10