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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735744Generated: November 1, 2026

Hydrochloric Acid → 4-(Pyrimidin-5-ylamino)benzonitrile

https://huagongshe.com/reaction/1735744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-FluorobenzonitrileHCID 14517—
ReactantPyrimidin-5-amineHCID 344373—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
Product4-(Pyrimidin-5-ylamino)benzonitrileHCID 1053587153.1%

Reaction Steps

To 20 ml of dimethyl sulfoxide was added 2.8 g of potassium tert-butoxide. After stirring at room temperature for 30 minutes, 1.9 g of 5-aminopyrimidine was added thereto, followed by stirring at room temperature for 30 minutes. To the solution was added 1.21 g of 4-fluorobenzonitrile, and the mixture was stirred at room temperature for 30 minutes and then at 50° C. for 30 minutes. The reaction mixture was poured into ice-water, neutralized with hydrochloric acid. The resulting crystals were collected by filtration and dissolved in acetone. Any insoluble matter was removed by filtration, and the solvent was removed by distillation. The resulting crystals were washed with ethyl ether to obtain 1.04 g of 5-[(4-cyanophenyl)amino]pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05538976
Source datasetuspto-grants-1996_07
ORD IDord-05f6da7e9d354254aa130a3a32009bab
Source noteuspto-grants-1996_07