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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12082Generated: October 25, 2026

Sodium Hydroxide → 4-(2-Chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine

https://huagongshe.com/reaction/12082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Amino-2,5-dimethylphenolHCID 76544—
Reactant2,4-DichloropyrimidineHCID 77531—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Product4-(2-Chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamineHCID 86628974—

Reaction Steps

A solution of 7.55 g (55 mmol) 4-amino-2,5-dimethylphenol and 2.4 g NaOH (2M) in 30 ml water were added dropwise to a solution of 7.45 g (50.0 mmol) of 2,4-dichloropyrimidine in 50 ml of acetone. The reaction mixture was stirred for 20 h at ambient temperature. After concentration in vacuo and addition of 150 ml water the formed precipitate was filtered by suction. Yield 10.6 g (75%) with a purity of 88% log P (pH=2.3)=1.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727986B2
Source datasetuspto-grants-2010_06
ORD IDord-610324e3dbed44829fe73fecbe0634b1
Source noteuspto-grants-2010_06