Реакция #1726699

ord-aa04fdcc077146b994e8fe3e603cbdf6

Уравнение реакции

CSc1nc(-c2ccccc2)c(N)s1
5-amino-2-(methylsulfanyl)-4-phenylthiazole
OO
hydrogen peroxide
CS(=O)c1nc(-c2ccccc2)c(N)s1
5-amino-2-(methylsulfinyl)-4-phenylthiazole
Выход 87.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеdropwise at ambient temperature
  2. 2
    ДругоеAfter 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml)
  3. 3
    ДругоеThe organic phase was separated
  4. 4
    Промывкаwashed with brine
  5. 5
    Сушкаdried over sodium sulfate
  6. 6
    Фильтрацияfiltered
  7. 7
    Концентрированиеconcentrated in vacuo

Методика

To 5-amino-2-(methylsulfanyl)-4-phenylthiazole (305 mg, 1.37 mmol) in acetic acid (3.0 ml) was added aqueous hydrogen peroxide (660 μl, 30% wt, 6.9 mmol) dropwise at ambient temperature. After 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml). The organic phase was separated, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded pure 5-amino-2-(methylsulfinyl)-4-phenylthiazole (285 mg, 87%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08110568B2uspto-grants-2012_02