m-Chloroperbenzoic acid → HCID 178474415, compound

HRID 1167656Notes

Reaction equation

HRID 1167656 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([NH:20][C:21](=[O:23])[CH3:22])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1.ClC1C=CC=C(C(OO)=[O:32])C=1>C(Cl)(Cl)Cl>[C:21]([NH:20][C:11]1[S:12][C:13]([C:14]2[CH:19]=[CH:18][N+:17]([O-:32])=[CH:16][CH:15]=2)=[C:9]([C:4]2[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([CH3:1])[CH:3]=2)[N:10]=1)(=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 9818643N-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]acetamide

Product 1

HCID 178474415HCID 178474415, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of N-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]acetamide (1.0 g) in chloroform (30 mL), was added 70% m-chloroperbenzoic acid (0.80 g), and the mixture was stirred at room temperature for 1 h. The solvent was removed under reduced pressure, and the residue was treated with an aqueous saturated solution of sodium hydrogen carbonate. The formed crystalline residue was washed with water, dried and recrystallized from ethanol to obtain the title compound (0.55 g, yield 53%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was treated with an aqueous saturated solution of sodium hydrogen carbonate
  3. washThe formed crystalline residue was washed with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f77cbd09da9945428b494aa4bd547390
Source dataset
uspto-grants-2003_09
Patent number
US06620825B1

Reaction notes

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