Hydrogen Peroxide → HCID 89582530, compound

HRID 714770Notes

Reaction equation

HRID 714770 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[N:7][C:6]([CH:9]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)C#N)=[CH:5][CH:4]=1.CC(C)([O-:21])C.[K+].OO>C(#N)C>[CH3:1][O:2][C:3]1[N:8]=[N:7][C:6]([C:9]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[O:21])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 23665647Potassium tert-butoxideHCID 89579319HCID 89579319, compound

Product 1

HCID 89582530HCID 89582530, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
23 °C

Procedure

(6-Methoxypyridazin-3-yl)pyridin-3-ylacetonitrile (7.7 g, 0.034 mol) were dissolved in acetonitrile (200 ml) at 23° C. under a nitrogen atmosphere, and potassium tert-butoxide (4.16 g, 0.037 mol) was added. The suspension was stirred at 23° C. for 30 minutes, cooled to −4° C., and hydrogen peroxide (30% solution, 11.34 ml, 0.11 mol) was slowly added dropwise. The reaction mixture was stirred at 0° C. for a further 30 minutes and subsequently at room temperature for 2 hours. Conventional work-up gave 3.46 g (48% yield) of (6-methoxypyridazin-3-yl)pyrdin-3-ylmethanone;

Workup

  1. temperaturecooled to −4° C.
  2. stirringThe reaction mixture was stirred at 0° C. for a further 30 minutes and subsequently at room temperature for 2 hours

Sources & evidence

ORD record
ord-eaeea60ff53640c282b0f81d2434c86b
Source dataset
uspto-grants-2015_11
Patent number
US09187469B2

Reaction notes

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