Hydrogen Peroxide → HCID 136352419, compound

HRID 2301373Notes

Reaction equation

HRID 2301373 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([Cl:14])[C:5]=1[N:15]1[C:19]([CH3:20])=[C:18]([S:21][CH3:22])[C:17]([CH:23]=[N:24][OH:25])=[N:16]1>FC(F)(F)C(O)=O>[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:13])[F:11])[CH:7]=[C:6]([Cl:14])[C:5]=1[N:15]1[C:19]([CH3:20])=[C:18]([S:21]([CH3:22])=[O:1])[C:17]([CH:23]=[N:24][OH:25])=[N:16]1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 136352420HCID 136352420, compound

Product 1

HCID 136352419HCID 136352419, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

30% Hydrogen peroxide solution (0.32 ml) was added to a solution of 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-methyl-4-methylthio-1H-pyrazole-3-carboxaldehyde oxime (0.8 g) in trifluoroacetic acid at 20° C. The reaction solution was partitioned between water and dichloromethane and the organic layer dried (magnesium sulfate), evaporated and flash-chromatographed on silica gel, eluting with dichloromethane/ethyl acetate (3:1) to give 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-methyl-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (0.29 g), m.p.210-214° C. Compound 30 and 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-methyl-4-methylsulfonyl-1H-pyrazole-3-carboxaldehyde oxime (0.2 g), m.p.211-212° C. Compound 31.

Workup

  1. customThe reaction solution was partitioned between water and dichloromethane
  2. dry with materialthe organic layer dried (magnesium sulfate)
  3. customevaporated
  4. customflash-chromatographed on silica gel
  5. washeluting with dichloromethane/ethyl acetate (3:1)

Sources & evidence

ORD record
ord-051f3a68347e43dc9dd80154d81b5994
Source dataset
uspto-grants-2002_12
Patent number
US06500850B2

Reaction notes

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