반응 #1563889

ord-68ff612d1b96417d9b4870621bb3ef95

반응 방정식

COc1ccccc1NC(=O)c1c(N)cccc1Sc1ccc([N+](=O)[O-])cc1
Compound 25
COc1ccccc1NC(=O)c1c(N)cccc1Sc1ccc([N+](=O)[O-])cc1
2-amino-N-(2-methoxyphenyl)-6-(4-nitrophenylthi-o)benzamide
OO
H2O2
COc1ccccc1NC(=O)c1c(N)cccc1S(=O)c1ccc([N+](=O)[O-])cc1
2-amino-N-(2-methoxyphenyl)-6-((4-nitrophen-yl)sulfinyl)benzamide
수율 44.3%

용매

반응 조건

온도
66°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction was quenched with MnO2 at RT
  2. 2
    여과The mixture was filtered
  3. 3
    세척the residue was washed with ethyl acetate (3×5 mL)
  4. 4
    농축The liquid layer was concentrated under reduced pressure
  5. 5
    기타the oily residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether)
  6. 6
    기타to provide a yellow solid

실험 절차

Compound 25 (1.0 equiv.) was dissolved in CH3OH (30 mL) with a magnetic stirrer at RT, and 35% H2O2 (3.0 equiv.) was added slowly to this solution. This reaction mixture was heated in an oil bath at 66° C. and monitored using TLC. The reaction was quenched with MnO2 at RT. The mixture was filtered and the residue was washed with ethyl acetate (3×5 mL). The liquid layer was concentrated under reduced pressure and the oily residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether) to provide a yellow solid; 44.3% yield;

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09402819B2uspto-grants-2016_08