反应 #1726699

ord-aa04fdcc077146b994e8fe3e603cbdf6

反应方程式

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
收率 87.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他dropwise at ambient temperature
  2. 2
    其他After 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml)
  3. 3
    其他The organic phase was separated
  4. 4
    洗涤washed with brine
  5. 5
    干燥dried over sodium sulfate
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated in vacuo

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08110568B2uspto-grants-2012_02