m-Chloroperbenzoic acid → 2-[6-[(Ethylsulfinyl)methyl]-2-pyridyl]-4H-1,3-benzothiazine-4-one

HRID 748340Notes

Reaction equation

HRID 748340 reaction equation
[CH2:1]([S:3][CH2:4][C:5]1[N:10]=[C:9]([C:11]2[S:12][C:13]3[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=3[C:15](=[O:17])[N:16]=2)[CH:8]=[CH:7][CH:6]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:30])C=1>C(Cl)(Cl)Cl>[CH2:1]([S:3]([CH2:4][C:5]1[N:10]=[C:9]([C:11]2[S:12][C:13]3[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=3[C:15](=[O:17])[N:16]=2)[CH:8]=[CH:7][CH:6]=1)=[O:30])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 59750265HCID 59750265, compound

Product 1

HCID 597504292-[6-[(Ethylsulfinyl)methyl]-2-pyridyl]-4H-1,3-benzothiazine-4-oneYield 91%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

2-[6-[(Ethylthio)methyl]-2-pyridyl]-4H-1,3-benzothiazine-4-one (0.10 g, 0.32 mmol) was dissolved in chloroform (50 ml), and a solution of 3-chloroperbenzoic acid (ca. 77%, 0.071 g, 0.32 mmol) in chloroform (10 ml) was added dropwise thereto. The mixture was stirred at room temperature for 1 hr. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (0.095 g, 91%) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-c53d2848250f45189265ee71f5592cde
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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