Hydrogen Peroxide → 6-Bromo-3-(dimethylamino)-1,2,4-triazin-5(2H)-one

HRID 2221084Notes

Reaction equation

HRID 2221084 reaction equation
[OH:1]O.[Br:3][C:4]1[N:9]=[N:8][C:7]([N:10]([CH3:12])[CH3:11])=[N:6][CH:5]=1>C(O)(=O)C>[Br:3][C:4]1[C:5](=[O:1])[NH:6][C:7]([N:10]([CH3:12])[CH3:11])=[N:8][N:9]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 11356152HCID 11356152, compound

Product 1

HCID 1354906346-Bromo-3-(dimethylamino)-1,2,4-triazin-5(2H)-oneYield 68.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

Hydrogen peroxide (27% strength solution in water, 0.53 ml, 4.56 mmol) was added at 5° C. to a solution of 6-bromo-3-dimethylamino-1,2,4-triazine (IX) (J. Org. Chem. 43 (1978) 2514) (500 mg, 2.46 mmol) in glacial acetic acid (4 ml), and the reaction mixture was stirred at 25° C. for 12 hours. The resulting precipitate was collected, washed with water, dried in the air and recrystallized from ethanol. The ketone (X) (368 mg, 68%) was obtained as white crystals of melting point 261-262° C. (ethanol).

Workup

  1. customThe resulting precipitate was collected
  2. washwashed with water
  3. customdried in the air
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c0e4f54145a642808d55d1e36d48c74b
Source dataset
uspto-grants-2008_05
Patent number
US07368437B1

Reaction notes

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