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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591768Generated: November 1, 2026

Carbon tetrabromide → 2-(4-(2-bromoethoxy)-3,5-dimethylphenyl)-5-chloroquinazolin-4(3H)-one

https://huagongshe.com/reaction/591768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant5-chloro-2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-oneHCID 136183385—
SolventDimethylformamideHCID 6228—
Product2-(4-(2-bromoethoxy)-3,5-dimethylphenyl)-5-chloroquinazolin-4(3H)-oneHCID 13641507688.8%

Reaction Steps

To a solution of 5-chloro-2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-one (0.40 g, 1.16 mmol) in anhydrous DMF (10 mL) was added carbon tetrabromide (0.42 g, 1.27 mmol) and triphenylphosphine (0.33 g, 1.27 mmol). The reaction mixture was stirred at room temperature for 27 hours. Solvent was evaporated to dryness in vacuo and the residue triturated with Et2O (15 mL)/EtOAc (15 mL) to give 2-(4-(2-bromoethoxy)-3,5-dimethylphenyl)-5-chloroquinazolin-4(3H)-one (0.42 g). It was used without further purification. The 1H NMR indicated a purity of about 45%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238640B2
Source datasetuspto-grants-2016_01
ORD IDord-ea6f020bd720458293f4903fe42d477f
Source noteuspto-grants-2016_01