Hydrogen Peroxide → HCID 86681590, compound

HRID 339436Notes

Reaction equation

HRID 339436 reaction equation
[C:1]([C:3](=[N:15][O:16][CH2:17][CH2:18][CH3:19])[C:4]([N:10]1[CH:14]=[N:13][CH:12]=[N:11]1)=[N:5][O:6][CH2:7][CH2:8][CH3:9])#[N:2].C(=O)([O-])[O-:21].[K+].[K+].OO.S([O-])([O-])(=S)=S.[Na+].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CO>[C:1]([C:3](=[N:15][O:16][CH2:17][CH2:18][CH3:19])[C:4]([N:10]1[CH:14]=[N:13][CH:12]=[N:11]1)=[N:5][O:6][CH2:7][CH2:8][CH3:9])(=[O:21])[NH2:2]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 86681591HCID 86681591, compoundHCID 178507094HCID 178507094, compound

Product 1

HCID 86681590HCID 86681590, compoundYield 646.5%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 887MethanolSolvent

Procedure

To 5 ml of a methanol solution containing 1.06 g (4.0 mmol) of the 1-[2-cyano-1,2-bis(n-propoxyimino)ethyl]-1H-1,2,4-triazole produced in Example 23 were added, at room temperature, 65 mg (0.20 mmol) of tetrabutylammonium bromide, 55 mg (0.40 mmol) of potassium carbonate and 1.8 g (16 mmol) of an aqueous 30 wt. % hydrogen peroxide solution, followed by stirring for 10 hours. To the reaction mixture was added sodium dithiosulfate, followed by stirring for 10 minutes. The reaction mixture was concentrated under reduced pressure. The resulting crystal was washed with an aqueous citric acid solution, cold water and isopropyl ether in this order to obtain 0.73 g (yield: 64%) of a title compound.

Workup

  1. additionwere added, at room temperature
  2. stirringby stirring for 10 minutes
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. washThe resulting crystal was washed with an aqueous citric acid solution, cold water and isopropyl ether in this order

Sources & evidence

ORD record
ord-f0ff2cacec0e4bdbb2bc23153520885f
Source dataset
uspto-grants-2014_11
Patent number
US08895035B2

Reaction notes

Loading…