Reaktion #3845

ord-97bc304407514ba8bc93cfbe5770416a

Reaktionsgleichung

CN(c1cccc(Cl)c1Cl)S(=O)(=O)c1ccccn1
N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide
CC(=O)OO
peracetic acid
→
CN(c1cccc(Cl)c1Cl)S(=O)(=O)c1cccc[n+]1[O-]
N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide 1-oxide

Edukte

CN(c1cccc(Cl)c1Cl)S(=O)(=O)c1ccccn1
N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide
CC(=O)OO
peracetic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe excess peracetic acid is removed under vacuum
  2. 2
    workup.ADDITIONthe residue is diluted with methylene chloride
  3. 3
    workup.ADDITIONpoured into water
  4. 4
    Waschenwashed with brine
  5. 5
    Sonstigedried
  6. 6
    Sonstigeevaporated to dryness
  7. 7
    Sonstigeto give
  8. 8
    Sonstigeafter purification

Vorschrift

N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide (1.7 g, 5.3 mmol) is treated with 40% peracetic acid (approx. 12 ml) at 35°-45° under N2 for 14 hours. The excess peracetic acid is removed under vacuum, and the residue is diluted with methylene chloride, poured into water, neutralized with aq. sodium bicarbonate, washed with brine, dried and evaporated to dryness to give, after purification, the title compound (compound 1, Table A).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04722749uspto-grants-1988_02