Réaction #3845

ord-97bc304407514ba8bc93cfbe5770416a

Équation de réaction

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

Réactifs

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

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe 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
    Lavagewashed with brine
  5. 5
    Autredried
  6. 6
    Autreevaporated to dryness
  7. 7
    Autreto give
  8. 8
    Autreafter purification

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04722749uspto-grants-1988_02