Potassium Carbonate → 2-(2,5-dimethylphenoxymethyl)-phenylglyoxalic acid amide O-difluoromethyl oxime

HRID 726861

Reaction equation

HRID 726861 reaction equation
[CH3:1][C:2]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=[N:15][O:16][CH:17]([F:19])[F:18])[C:13]#[N:14].C(N)(N)=[O:26].OO.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[F:19][CH:17]([F:18])[O:16][N:15]=[C:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH2:5][O:4][C:3]1[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:2]=1[CH3:1])[C:13]([NH2:14])=[O:26]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 31294Carbamide PeroxideHCID 544049352-[2-(2,5-Dimethylphenoxymethyl)phenyl]-2-difluoromethoxyiminoacetonitrile

Product 1

HCID 867519722-(2,5-dimethylphenoxymethyl)-phenylglyoxalic acid amide O-difluoromethyl oxime

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

A solution of 4.72 g of 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-difluoromethoxyimino-acetonitrile in 15 ml of acetone is added dropwise to a solution of 4.88 g of hydrogen peroxide-urea adduct and 0.20 g of potassium carbonate in 15 ml of water and the reaction mixture is stirred at room temperature for 16 hours. The reaction mixture is then diluted with water and the precipitated crystalline material is filtered off with suction. Chromatography on silica gel with hexane/ethyl acetate (3:1) yields pure 2-(2,5-dimethylphenoxymethyl)-phenylglyoxalic acid amide O-difluoromethyl oxime in the form of white crystals; m.p. 153°-156° C.

Workup

  1. filtrationthe precipitated crystalline material is filtered off with suction

Sources & evidence

ORD record
ord-dc58a205da50402090aa0581538f6e05
Source dataset
uspto-grants-1998_01
Patent number
US05710314

Linked notes

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