Water → HCID 18914392, compound

HRID 1292158Notes

Reaction equation

HRID 1292158 reaction equation
[H-].[Na+].[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[CH:19]=[N:18][C:17](S)=[N:16]1.[F:21][C:22]([F:26])=[C:23]([F:25])[F:24].O>CN(C)C=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[CH:19]=[N:18][C:17]([C:23]([F:25])([F:24])[CH:22]([F:26])[F:21])=[N:16]1

Participants

6

Reactant 4

HCID 962WaterHCID 8301TetrafluoroethyleneHCID 24758Sodium hydrideHCID 178506196HCID 178506196, compound

Product 1

HCID 18914392HCID 18914392, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sixty percent oily sodium hydride (40 mg, 1 mmol) was added to a solution of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-mercapto-1,2,4-triazole 0.31 g, 1 mmol) in N,N-dimethylformamide (10 ml) at room temperature in a nitrogen atmosphere. After stirring at room temperature for 15 minutes, the atmosphere in the reaction vessel (20 ml volume) was replaced with tetrafluoroethylene gas, and the mixture was heated at 80° C. for 1 hour. The mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained oily product was subjected to silica gel chromatography to give 0.21 g of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,1,2,2-tetrafluoroethyl)-1,2,4-triazole.

Workup

  1. temperaturethe mixture was heated at 80° C. for 1 hour
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-155d29c914b7473f897bee5091758e6a
Source dataset
uspto-grants-1998_05
Patent number
US05756522

Reaction notes

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