Реакция #1009892

Уравнение реакции

glucosamine hydrochloride

ammonium thiocyanate

→

(1R,2S,3R)-1-(2-sulfanyl-1H-imidazol-4-yl)butane-1,2,3,4-tetraol

Выход 50.0%

Растворители

water

water

Условия реакции

Обработка

1. 1
   Температураto cool to 60° C.
2. 2
   workup.STIRRINGthe mixture was stirred at 25 to 40° C. for 15 hr
3. 3
   ФильтрацияThe crystals were collected by filtration
4. 4
   Промывкаwashed twice with water (100 mL)
5. 5
   Другоеvacuum-dried (50° C.) to a constant amount

Методика

To glucosamine hydrochloride (200 g, 0.928 mol) were added water (300 mL) and ammonium thiocyanate (212 g, 2.78 mol, 3.0 equivalents) at 25° C., and the mixture was stirred at 80 to 89° C. for 8 hr. The reaction mixture was allowed to cool to 60° C., water (300 mL) and seed crystals were added thereto, and the mixture was stirred at 25 to 40° C. for 15 hr. The crystals were collected by filtration, washed twice with water (100 mL), and vacuum-dried (50° C.) to a constant amount to give (1R,2S,3R)-1-(2-sulfanyl-1H-imidazol-4-yl)butane-1,2,3,4-tetraol (101.4 g). yield 50%.

Источник