m-Chloroperbenzoic acid → HCID 59681838, compound

HRID 1394037Notes

Reaction equation

HRID 1394037 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[N:14]([C:15]3[CH:20]=[CH:19][C:18]([S:21][CH3:22])=[CH:17][CH:16]=3)[N:13]=[C:12]([C:23]([F:26])([F:25])[F:24])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].ClC1C=CC=C(C(OO)=[O:35])C=1>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[N:14]([C:15]3[CH:16]=[CH:17][C:18]([S:21]([CH3:22])=[O:35])=[CH:19][CH:20]=3)[N:13]=[C:12]([C:23]([F:26])([F:24])[F:25])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11164946HCID 11164946, compound

Product 1

HCID 59681838HCID 59681838, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 5-(3-fluoro-4-methoxyphenyl)-1-(4-methylsulfanylphenyl)-3-trifluoromethyl-1H-pyrazole (compound No. 14) (790 mg) in chloroform (25 mL), m-chloroperbenzoic acid (55-75%, 464 mg) was added in one portion at −40° C. and stirred at the same temperature for one hour. The reaction mixture was diluted with chloroform (50 mL), washed with saturated solution of aqueous sodium bicarbonate (30 mL), water (2×30 mL), dried over calcium chloride and evaporated under reduced pressure. The product obtained was chromatographed over silicagel using 7:3 ethyl acetate: petroleum ether as eluent to afford 600 mg of product as a thick liquid.

Workup

  1. washwashed with saturated solution of aqueous sodium bicarbonate (30 mL), water (2×30 mL)
  2. dry with materialdried over calcium chloride
  3. customevaporated under reduced pressure
  4. customThe product obtained
  5. customwas chromatographed over silicagel

Sources & evidence

ORD record
ord-f7d5f9fb1b68481ba54f2b249653d1b5
Source dataset
uspto-grants-2008_03
Patent number
US07348342B2

Reaction notes

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