m-Chloroperbenzoic acid → HCID 45080606, compound

HRID 1914708Notes

Reaction equation

HRID 1914708 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)(Cl)Cl>[NH2:11][S:8]([C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[N+:7]([O-:20])[CH:6]=1)(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 450805756-Methylpyridine-3-sulfonamide

Product 1

HCID 45080606HCID 45080606, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 6-methylpyridine-3-sulfonamide (0.5 g, 3 mmol) in chloroform (40 mL) is added mCPBA (1.5 g; 8.7 mmol) and the reaction mixture is stirred overnight under nitrogen. The solvent is evaporated under reduced pressure. The residue is taken up in ACN and the precipitate is filtered off then dried under vacuum to afford 0.4 g (73%) of the title compound as an off white solid. 1H NMR (DMSO-d6, 400 MHz) δ 8.53 (s, 1H), 7.74 (s, 2H), 7.69-7.64 (m, 1H), 7.59-7.52 (m, 1H), 2.4 (s, 3H).

Workup

  1. customThe solvent is evaporated under reduced pressure
  2. filtrationthe precipitate is filtered off
  3. customthen dried under vacuum

Sources & evidence

ORD record
ord-b053d64b835d448598a30019dfbfec57
Source dataset
uspto-grants-2013_12
Patent number
US08614215B2

Reaction notes

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