m-Chloroperbenzoic acid → HCID 21914977, compound

HRID 2117946Notes

Reaction equation

HRID 2117946 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([NH:14][C:15](=[O:17])[CH3:16])[S:12][CH:13]=2)=[CH:5][CH:4]=1.ClC1C=C(C=CC=1)C(OO)=[O:23]>C(Cl)Cl>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([NH:14][C:15](=[O:17])[CH3:16])[S:12][CH:13]=2)=[CH:7][CH:8]=1)=[O:23]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 16391200HCID 16391200, compound

Product 1

HCID 21914977HCID 21914977, compoundYield 132%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-{4-[4-(Methylthio)phenyl]-1,3-thiazol-2-yl}acetamide (2 g) was suspended in CH2Cl2 (20 ml), and then 3-chloroperoxybenzoic acid (1.44 g) was added portionwise to the suspension at 0° C. The reaction mixture was stirred at r.t. for 15 minutes. The precipitate was filtered in vacuo, and the solid was washed with 1N—Na2CO3, water and EtOH to give N-{4-[4-(methylsulfinyl)phenyl]-1,3-thiazol-2-yl}acetamide (2.80 g) as a colorless solid.

Workup

  1. filtrationThe precipitate was filtered in vacuo
  2. washthe solid was washed with 1N—Na2CO3, water and EtOH

Sources & evidence

ORD record
ord-0561c450f4b544dd8fb76aa32fa5ab35
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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