Reaction #40360

Reaction equation

4-amino-2,5-dimethylphenol

NaOH

2,4-dichloropyrimidine

→

4-(2-chloro-pyrimidin-4-yloxy)-2.5-dimethyl-phenylamine

Solvents

water

acetone

Conditions

Workup

1. 1
   ConcentrationAfter concentration
2. 2
   workup.ADDITIONin vacuo and addition of 150 ml water the formed precipitate
3. 3
   Filtrationwas filtered by suction

Procedure

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.

Source