m-Chloroperbenzoic acid → HCID 178474415, compound

HRID 2304607Notes

Reaction equation

HRID 2304607 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-d9bba1cf9a5e4d88acdf42386b9f8641
Source dataset
uspto-grants-2002_08
Patent number
US06436966B1

Reaction notes

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