m-Chloroperbenzoic acid → HCID 59750155, compound

HRID 748368Notes

Reaction equation

HRID 748368 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[N:17]=[C:16]([S:18][CH2:19][C:20]([NH2:22])=[O:21])[CH:15]=[CH:14][CH:13]=2)=[N:3]1.ClC1C=CC=C(C(OO)=[O:31])C=1>C(Cl)(Cl)Cl>[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[N:17]=[C:16]([S:18]([CH2:19][C:20]([NH2:22])=[O:21])=[O:31])[CH:15]=[CH:14][CH:13]=2)=[N:3]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 59750106HCID 59750106, compound

Product 1

HCID 59750155HCID 59750155, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

2-{[6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]thio}acetamide (0.12 g, 0.36 mmol) was dissolved in chloroform (300 ml), and a solution of 3-chloroperbenzoic acid (77%, 0.082 g, 0.36 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 ethanol to give the titled compound (0.071 g, 57%) as white crystals.

Workup

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

Sources & evidence

ORD record
ord-987ec2168ba74520af18b763a4fdcb88
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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