Hydrogen Peroxide → HCID 178513810, compound

HRID 392373Notes

Reaction equation

HRID 392373 reaction equation
O.[F:2][C:3]1[N:8]=[C:7]([C:9]#[N:10])[C:6](=[O:11])[NH:5][CH:4]=1.OO.S(=O)(=O)(O)[OH:15]>[OH-].[Na+]>[F:2][C:3]1[N:8]=[C:7]([C:9]([NH2:10])=[O:15])[C:6]([OH:11])=[N:5][CH:4]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962Water2×HCID 1118Sulfuric AcidHCID 226627856-Fluoro-3,4-dihydro-3-oxo-2-pyrazinecarbonitrile

Product 1

HCID 178513810HCID 178513810, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Conditions

Temperature
40 °C

Procedure

At a water-cooled temperature, 2.2 g of 6-fluoro-3-oxo-3,4-dihydro-2-pyrazinecarbonitrile was dissolved in an aqueous solution of sodium hydroxide prepared from 1.27 g of sodium hydroxide and 24.2 ml of water. After adding 2.75 ml of 30% hydrogen peroxide at the same temperature as above, the mixture thus formed was stirred at 40° C. for 1.5 hours. After dropwise adding 2.77 mL of concentrated sulfuric acid to the reaction mixture obtained above while cooling it with ice, the mixture thus formed was cooled to 10° C. The deposited crystalline product was collected by filtration and washed with 2 mL of cold water to obtain 2.2 g of 6-fluoro-3-hydroxy-2-pyrazinecarboxamide as a light yellow-colored solid product.

Workup

  1. customthus formed
  2. customobtained above
  3. temperaturewhile cooling it with ice
  4. customthe mixture thus formed
  5. temperaturewas cooled to 10° C
  6. filtrationThe deposited crystalline product was collected by filtration
  7. washwashed with 2 mL of cold water

Sources & evidence

ORD record
ord-607aa9173ad2416e9406c62575c4df12
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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