Réaction #2006462

Équation de réaction

ethyl acetate

sodium hydride

2,5-dimethyl-4-hydroxyaniline

3-(tert-butyl)-5-chloro-1,2,4-thiadiazole

→

4-[(3-(tert-Butyl)-1,2,4-thiadiazol-5-yl)oxy]-2,5-dimethylaniline

Rendement 90.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONare added
2. 2
   Températurecooled down to AT
3. 3
   Extractionthe solution is extracted three times with water
4. 4
   Séchagedried over MgSO4
5. 5
   Autrethe solvent is removed under vacuum (1.46 g, 94% purity, 90% yield, log P (pH 2.3)=3.29)

Mode opératoire

754 mg (5.50 mmol) of 2,5-dimethyl-4-hydroxyaniline are dissolved in 5 ml of N,N-dimethylformamide and slowly treated with 242 mg (6.05 mmol) of sodium hydride. The reaction mixture is stirred for 15 min, before 972 mg (5.50 mmol) of 3-(tert-butyl)-5-chloro-1,2,4-thiadiazole are added. Subsequently, the reaction mixture is heated at 100° C. for 1 h and then cooled down to AT. After addition of 20 ml of ethyl acetate, the solution is extracted three times with water and dried over MgSO4, and the solvent is removed under vacuum (1.46 g, 94% purity, 90% yield, log P (pH 2.3)=3.29).

Source