Hydrogen Peroxide → HCID 24785734, compound

HRID 523457Notes

Reaction equation

HRID 523457 reaction equation
OO.FC(F)(F)C(O)=[O:6].[C:10]([C:12]1[C:16]([S:17][C:18]([F:21])([F:20])[F:19])=[C:15]([CH3:22])[N:14]([C:23]2[C:28]([Cl:29])=[CH:27][C:26]([C:30]([F:33])([F:32])[F:31])=[CH:25][C:24]=2[Cl:34])[N:13]=1)#[N:11]>>[C:10]([C:12]1[C:16]([S:17]([C:18]([F:20])([F:19])[F:21])=[O:6])=[C:15]([CH3:22])[N:14]([C:23]2[C:28]([Cl:29])=[CH:27][C:26]([C:30]([F:32])([F:33])[F:31])=[CH:25][C:24]=2[Cl:34])[N:13]=1)#[N:11]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 6422Trifluoroacetic acidHCID 24785465HCID 24785465, compound

Product 1

HCID 24785734HCID 24785734, compoundYield 83%

Procedure

A 30 wt % aqueous solution of hydrogen peroxide (29 μL) was added to a trifluoroacetic acid solution of 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-methyl-4-trifluoromethylthiopyrazole (116 mg) described in Example 1. The reaction mixture was stirred overnight whereupon solvent was evaporated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford the title compound as a white solid (100 mg, 83%). MS (ES): M/Z [M+NH4]=453. 1H NMR: (400 MHz, DMSO-d6): 2.35 (s, 3H) and 8.41 (s, 2H). 19F NMR (376 MHz, DMSO-d6): −62.01 (s, 3F) and −74.18 (s, 3F).

Workup

  1. customwas evaporated under reduced pressure
  2. customto give a residue that
  3. customwas purified by chromatography (SiO2, heptane/EA)

Sources & evidence

ORD record
ord-3fbaf69d42254299bb75ba518562bdfa
Source dataset
uspto-grants-2016_05
Patent number
US09339033B2

Reaction notes

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