m-Chloroperbenzoic acid → 2-[6-(Methylsulfinyl)-2-pyrazinyl]-4H-1,3-benzothiazine-4-one

HRID 499555Notes

Reaction equation

HRID 499555 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[S:10][C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13](=[O:15])[N:14]=2)[CH:6]=[N:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:28])C=1>C(Cl)(Cl)Cl>[CH3:1][S:2]([C:3]1[N:8]=[C:7]([C:9]2[S:10][C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13](=[O:15])[N:14]=2)[CH:6]=[N:5][CH:4]=1)=[O:28]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 597504732-[6-(Methylthio)-2-pyrazinyl]-4H-1,3-benzothiazine-4-one

Product 1

HCID 597504092-[6-(Methylsulfinyl)-2-pyrazinyl]-4H-1,3-benzothiazine-4-oneYield 79.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-[6-(Methylthio)-2-pyrazinyl]-4H-1,3-benzothiazine-4-one (0.14 g, 0.50 mmol) was dissolved in chloroform (50 ml), and a solution of 3-chloroperbenzoic acid (ca. 77%, 0.11 g, 0.50 mmol) was added dropwise thereto. The mixture was stirred at room temperature for 1 hr. The solvent was evaporated, and the residue was recrystallized from ethanol to give the titled compound (0.12 g, 79%) as pale yellow crystals.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-e3f50ca8dead4a98a50d2ebfe0c6d060
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

Loading…