Ammonia → 6-Bromo-1,2,4-triazine-3,5-diamine

HRID 1441004Notes

Reaction equation

HRID 1441004 reaction equation
[Mn]([O-])(=O)(=O)=O.[K+].[NH3:7].[NH2:8][C:9]1[N:10]=[N:11][C:12]([Br:15])=[CH:13][N:14]=1>>[NH2:8][C:9]1[N:10]=[N:11][C:12]([Br:15])=[C:13]([NH2:7])[N:14]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 516875Potassium PermanganateHCID 153325646-Bromo-1,2,4-triazin-3-amine

Product 1

HCID 153325656-Bromo-1,2,4-triazine-3,5-diamine

Conditions

Temperature
-33 °C

Procedure

A solution of 6.0 grams (0.038 mole) of potassium permanganate in about 300 mL of liquid ammonia (-33° C.) is stirred, and 5.3 grams (0.030 mole) of 3-amino-6-bromo-1,2,4-triazine is added portionwise. Upon completion of addition, the reaction mixture is maintained at -33° C. for 15 minutes. Ammonia is then evaporated and the residue is extracted with about 150 mL of hot 1-methylethanol. The solution is concentrated under reduced pressure, yielding 3,5-diamino-6-bromo-1,2,4-triazine.

Workup

  1. additionUpon completion of addition
  2. customAmmonia is then evaporated
  3. extractionthe residue is extracted with about 150 mL of hot 1-methylethanol
  4. concentrationThe solution is concentrated under reduced pressure

Sources & evidence

ORD record
ord-ada69abe5edd4905b6162b35feebfb11
Source dataset
uspto-grants-1996_03
Patent number
US05502054

Reaction notes

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