Ammonium Persulfate → HCID 18415665, compound

HRID 990619Notes

Reaction equation

HRID 990619 reaction equation
Br[C:2]([F:17])([F:16])[S:3][C:4]1[N:8]=[CH:7][N:6]([C:9](=[O:15])[N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[N:5]=1.C([O-])=O.[NH4+].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>CN(C)C=O.O>[CH2:13]([N:10]([CH2:11][CH3:12])[C:9]([N:6]1[CH:7]=[N:8][C:4]([S:3][CH:2]([F:16])[F:17])=[N:5]1)=[O:15])[CH3:14]

Participants

6

Reactant 3

HCID 62648Ammonium PersulfateHCID 2723923Ammonium formateHCID 12056510HCID 12056510, compound

Product 1

HCID 18415665HCID 18415665, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of 10.7 g (0.033 mol) 3-(bromodifluoromethylthio)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole, prepared as in Example 1, step (c), in 25 ml N,N-dimethylformamide, was added 4.11 g (0.065 mol) ammonium formate and 2.24 g (0.01 mol) ammonium persulfate and the mixture was heated at 50° C. for 2.5 h. The reaction mixture was then diluted with 100 ml water and extracted with ether (3×100 ml). The combined resulting organic layers were washed with water, dried over MgSO4 and evaporated to give 7.2 g (88% yield) of the desired 1-(N,N-diethylcarbamoyl)-3-(difluoromethylthio)-1,2,4-triazole as a colorless oil.

Workup

  1. extractionextracted with ether (3×100 ml)
  2. customThe combined resulting organic layers
  3. washwere washed with water
  4. dry with materialdried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-c7c9e0c12671443b87766f1f642371c6
Source dataset
uspto-grants-2002_10
Patent number
US06461997B1

Reaction notes

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