Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482168Generated: November 3, 2026

Acetophenone → 4-(3-Bromophenyl)-2,6-diphenylpyrimidine

https://huagongshe.com/reaction/1482168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetophenoneHCID 7410—
ReactantSodium HydroxideHCID 14798—
Reactant3-BromobenzaldehydeHCID 76583—
ReactantBenzamidine, hydrochlorideHCID 80289—
ReactantSodium MethoxideHCID 10942334—
SolventEthanolHCID 702—
Product4-(3-Bromophenyl)-2,6-diphenylpyrimidineHCID 58943285—

Reaction Steps

Into a 500-mL three-neck flask were put 18.5 g (100.0 mmol) of 3-bromobenzaldehyde and 12.0 g (100.0 mmol) of acetophenone, the air in the flask was replaced with nitrogen, and 100 mL of ethanol was added. To this mixture, 6.0 g (111.0 mmol) of sodium methoxide suspended in 100 mL of ethanol was added dropwise, and the mixture was stirred at room temperature for 22 hours. After the stirring for the predetermined time, 15.6 g (100.0 mmol) of benzamidine hydrochloride and 8.0 g (200.0 mmol) of sodium hydroxide were added and the mixture was stirred at 70° C. for 3 hours. After the stirring, the mixture was filtered. Water was added to the residue and ultrasonic cleaning was performed. A solid was collected by suction filtration, so that 14.4 g of a white solid was obtained in a yield of 38.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09412953B2
Source datasetuspto-grants-2016_08
ORD IDord-6b82820a27454316b0b065166f8c6d18
Source noteuspto-grants-2016_08