m-Chloroperbenzoic acid → 2-(6-Methylsulfinylmethyl-2-pyridyl)-4H-1,3-benzothiazine-4-one

HRID 499417Notes

Reaction equation

HRID 499417 reaction equation
[CH3:1][S:2][CH2:3][C:4]1[N:9]=[C:8]([C:10]2[S:11][C:12]3[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=3[C:14](=[O:16])[N:15]=2)[CH:7]=[CH:6][CH:5]=1.ClC1C=CC=C(C(OO)=[O:29])C=1>C(Cl)(Cl)Cl>[CH3:1][S:2]([CH2:3][C:4]1[N:9]=[C:8]([C:10]2[S:11][C:12]3[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=3[C:14](=[O:16])[N:15]=2)[CH:7]=[CH:6][CH:5]=1)=[O:29]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 22939303HCID 22939303, compound

Product 1

HCID 597503492-(6-Methylsulfinylmethyl-2-pyridyl)-4H-1,3-benzothiazine-4-oneYield 50%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

2-(6-Methylthiomethyl-2-pyridyl)-4H-1,3-benzothiazine-4-one (0.10 g, 0.33 mmol) was dissolved in chloroform (50 ml), and a solution of 3-chloroperbenzoic acid (ca. 77%, 0.075 g, 0.33 mmol) in chloroform (10 ml) was added dropwise thereto. The reaction mixture was stirred at room temperature for 1 hr. The solvent was evaporated, and the residue was recrystallized from ethyl acetate to give the titled compound (0.052 g, 50%) as pale yellow crystals.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-8bd5f73b26fd4bedb7ba11108834e153
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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