Peracetic Acid → N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide 1-oxide

HRID 3749Notes

Reaction equation

HRID 3749 reaction equation
[CH3:1][N:2]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=1[Cl:19])[S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)(=[O:5])=[O:4].C(OO)(=[O:22])C>>[CH3:1][N:2]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=1[Cl:19])[S:3]([C:6]1[N+:7]([O-:22])=[CH:8][CH:9]=[CH:10][CH:11]=1)(=[O:4])=[O:5]

Participants

3

Reactant 2

HCID 6585Peracetic AcidHCID 14097678N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide

Product 1

HCID 14097679N-methyl-N-(2,3-dichlorophenyl)-2-pyridinesulfonamide 1-oxide

Procedure

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).

Workup

  1. customThe excess peracetic acid is removed under vacuum
  2. additionthe residue is diluted with methylene chloride
  3. additionpoured into water
  4. washwashed with brine
  5. customdried
  6. customevaporated to dryness
  7. customto give
  8. customafter purification

Sources & evidence

ORD record
ord-97bc304407514ba8bc93cfbe5770416a
Source dataset
uspto-grants-1988_02
Patent number
US04722749

Reaction notes

Loading…