m-Chloroperbenzoic acid → HCID 21956035, compound

HRID 2212965Notes

Reaction equation

HRID 2212965 reaction equation
[F:1][C:2](=[C:16]([F:18])[F:17])[CH2:3][CH2:4][S:5]([C:7]1[S:8][C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15]=1)=[O:6].ClC1C=CC=C(C(OO)=[O:27])C=1>C(Cl)Cl>[F:1][C:2](=[C:16]([F:17])[F:18])[CH2:3][CH2:4][S:5]([C:7]1[S:8][C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15]=1)(=[O:27])=[O:6]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21956039HCID 21956039, compound

Product 1

HCID 21956035HCID 21956035, compoundYield 47.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3,4,4-trifluoro-but-3-enylsulfinyl)-thiazolo[4,5-c]pyridine (0.1 g) was dissolved in methylene chloride (5 ml), m-chloroperbenzoic acid (0.07 g) was added and the mixture was stirred at room temperature for 2 hours. The mixture was washed with 1% aqueous sodium metabisulfite, aqueous sodium bicarbonate, saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and evaporated. The residue was chromatographed on silica gel using methylene chloride:ethyl acetate (85:15) to give the product as a brown semi-solid (0.05 g).

Workup

  1. washThe mixture was washed with 1% aqueous sodium metabisulfite, aqueous sodium bicarbonate, saturated aqueous sodium chloride
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-53f44d577855449eaee197ec3a68c2f8
Source dataset
uspto-grants-2006_09
Patent number
US07105524B2

Reaction notes

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