反応 #1726699

ord-aa04fdcc077146b994e8fe3e603cbdf6

反応方程式

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
収率 87.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他dropwise at ambient temperature
  2. 2
    その他After 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml)
  3. 3
    その他The organic phase was separated
  4. 4
    洗浄washed with brine
  5. 5
    乾燥dried over sodium sulfate
  6. 6
    ろ過filtered
  7. 7
    濃縮concentrated in vacuo

実験手順

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%).

出典

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