Réaction #2006463

Équation de réaction

sodium hydroxide

tert-butylcarbamidine hydrochloride

trichloromethanesulphenyl chloride

→

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

Rendement 60.0%

Solvants

water

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autrethe mixture obtained
2. 2
   Extractionextracting three times with water
3. 3
   Séchagedrying the combined organic phases over MgSO4
4. 4
   Autrethe solvent is evaporated under vacuum

Mode opératoire

6.83 g (50.00 mmol) of tert-butylcarbamidine hydrochloride are dissolved in 60 ml of dichloromethane and treated with 8.37 g (45.00 mmol) of trichloromethanesulphenyl chloride, before the reaction mixture is cooled to −15° C. A solution of 10.00 g (250 mmol) of sodium hydroxide in 20 ml of water is added dropwise and the mixture obtained is stirred at AT for 3 h. After adding 50 ml of dichloromethane, extracting three times with water and drying the combined organic phases over MgSO4, the solvent is evaporated under vacuum. (5.81 g, 90% purity, 60% yield, log P (pH 2.3)=3.44).

Source