Реакция #2006463

ord-6ecfca2cb2f4480d83dd78ee9f3ae4c0

Уравнение реакции

[Na+].[OH-]
sodium hydroxide
CC(C)(C)C(=N)N.Cl
tert-butylcarbamidine hydrochloride
ClSC(Cl)(Cl)Cl
trichloromethanesulphenyl chloride
CC(C)(C)c1nsc(Cl)n1
3-(tert-Butyl)-5-chloro-1,2,4-thiadiazole
Выход 60.0%

Растворители

Условия реакции

Температура
-15°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеthe mixture obtained
  2. 2
    Экстракцияextracting three times with water
  3. 3
    Сушкаdrying the combined organic phases over MgSO4
  4. 4
    Другоеthe solvent is evaporated under vacuum

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08168567B2uspto-grants-2012_05