Methanol → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-oximinomethylpyrazole

HRID 377652Notes

Reaction equation

HRID 377652 reaction equation
[C:1]([C:3]1[C:7]([CH:8]=O)=[CH:6][N:5]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[N:4]=1)#[N:2].Cl.[NH2:23][OH:24].O1CCCC1.CO>O>[C:1]([C:3]1[C:7]([CH:8]=[N:23][OH:24])=[CH:6][N:5]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[N:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 443297Hydroxyamine hydrochlorideHCID 184179813-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)4-formylpyrazole

Product 1

HCID 543959823-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-oximinomethylpyrazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-formylpyrazole (0.4 g), hydroxylamine hydrochloride (0.4 g), tetrahydrofuran (5 ml), methanol (50 ml) and water (2.5 ml) were stirred overnight. The mixture was partitioned between ether (50 ml) and water. The organic layer was separated, washed with saturated aqueous sodium hydrogen carbonate solution (50 ml), water (50 ml), then dried over Na2SO4 and evaporated to provide the title compound as a white solid, m.p. 170° C.

Workup

  1. customThe mixture was partitioned between ether (50 ml) and water
  2. customThe organic layer was separated
  3. washwashed with saturated aqueous sodium hydrogen carbonate solution (50 ml), water (50 ml)
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-6f80eab0d07549c3a1e63bc53b74af63
Source dataset
uspto-grants-2000_02
Patent number
US06028096

Reaction notes

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