Hydrogen Peroxide → HCID 11105735, compound

HRID 2294624Notes

Reaction equation

HRID 2294624 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([F:10])([F:9])[F:8])=[N:5][NH:4][C:3]1=S.[OH:12]O>[OH-].[Na+]>[CH3:1][N:2]1[C:6]([C:7]([F:10])([F:9])[F:8])=[N:5][NH:4][C:3]1=[O:12]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 12391662,4-Dihydro-4-methyl-5-(trifluoromethyl)-3H-1,2,4-triazole-3-thione

Product 1

HCID 11105735HCID 11105735, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

18.3 g (0.1 mol) of 4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione are introduced into 100 ml of 2.5-molar sodium hydroxide solution. A hydrogen peroxide solution (34 ml of 30% strength hydrogen peroxide: 0.33 mol of H2O2) is slowly added dropwise at 40° C. to 50° C. and stirring of the mixture is continued for 2 hours at 50° C. Excess oxidant is then removed using sodium bisulphite, and the mixture is subsequently acidified using concentrated hydrochloric acid. The reaction mixture is then refluxed for 15 hours, subsequently stirred into ice-water and then extracted using methylene chloride. The extraction solution is dried using sodium sulphate and filtered. The solvent is carefully removed from the filtrate by distillation under a water pump vacuum. 11.3 g (68% of theory) of 4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one are obtained as a solid residue of melting point 64° C.

Workup

  1. customExcess oxidant is then removed
  2. temperatureThe reaction mixture is then refluxed for 15 hours
  3. stirringsubsequently stirred into ice-water
  4. extractionextracted
  5. customThe extraction solution is dried
  6. filtrationfiltered
  7. customThe solvent is carefully removed from the filtrate by distillation under a water pump vacuum

Sources & evidence

ORD record
ord-6c234114468f403094f0f946da09bd24
Source dataset
uspto-grants-1997_11
Patent number
US05688963

Reaction notes

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