m-Chloroperbenzoic acid → HCID 58896426, compound

HRID 2235506Notes

Reaction equation

HRID 2235506 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[S:20][C:21]1[S:22][C:23]2[C:29]([N:30]([CH2:34][CH2:35][CH3:36])[CH2:31][CH2:32][CH3:33])=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1>ClCCl.C([O-])(O)=O.[Na+]>[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[S:20]([C:21]1[S:22][C:23]2[C:29]([N:30]([CH2:34][CH2:35][CH3:36])[CH2:31][CH2:32][CH3:33])=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1)=[O:6]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58896572HCID 58896572, compound

Product 1

HCID 58896426HCID 58896426, compoundYield 51.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 516892Sodium BicarbonateSolvent

Procedure

3-Chloroperoxybenzoic acid (MCPBA) (20 mg, 0.0810 mmol) was added to a solution of 2-[(2,4-dimethylphenyl)thio]-N,N-dipropyl-1,3-benzothiazol-7-amine (30 mg, 0.0810 mmol) in dichloromethane (2 ml). The mixture was stirred at room temperature for 18 h and diluted with saturated NaHCO3. The organic layer was dried over magnesium sulfate and concentrated under vacuum. The residue was purified by chromatography eluting with 5% methanol in dichloromethane to afford 16 mg of the title compound.

Workup

  1. dry with materialThe organic layer was dried over magnesium sulfate
  2. concentrationconcentrated under vacuum
  3. customThe residue was purified by chromatography
  4. washeluting with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-b8385c25f79242149525ef733dfc3aa6
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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