Hydrogen Peroxide → HCID 22004631, compound

HRID 324377Notes

Reaction equation

HRID 324377 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([S:19][CH3:20])[C:3]=1[C:21]#[N:22].[OH:23]O.[OH-].[NH4+].CO>O>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:15])[F:16])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([S:19][CH3:20])[C:3]=1[C:21]([NH2:22])=[O:23]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 887MethanolHCID 14923Ammonium HydroxideHCID 2741098HCID 2741098, compound

Product 1

HCID 22004631HCID 22004631, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 5-amino-3-methylsulfanyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazole-4-carbonitrile (2.7 g, 7.35 mmol), 30% hydrogen peroxide (10 ml), ammonium hydroxide (90 ml), methanol (70 ml) and water (15 ml) was stirred in a pressure reactor for 10 hours. The mixture was filtered and washed with water to give an off-white solid. The filtrate was diluted with water and extracted with ethyl acetate. The organic layer was dried and concentrated to recover more product as an off-white solid. Both portions of off-white solid were combined to give 1.400 g of the desired title compound which was identical to the first title compound of Preparation B.

Workup

  1. filtrationThe mixture was filtered
  2. washwashed with water
  3. customto give an off-white solid
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was dried
  6. concentrationconcentrated
  7. customto recover more product as an off-white solid

Sources & evidence

ORD record
ord-fb89dc5b09f843ee8b3a225083c4ccb8
Source dataset
uspto-grants-2001_04
Patent number
US06218397B1

Reaction notes

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