HCID 4326084, compound → HCID 22162408, compound

HRID 881786Notes

Reaction equation

HRID 881786 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[N:6][C:5]([N+:11]([O-])=O)=[C:4]([NH2:14])[N:3]=1.[H][H]>[Pd].O>[NH2:1][C:2]1[C:7]([NH2:8])=[N:6][C:5]([NH2:11])=[C:4]([NH2:14])[N:3]=1

Participants

5

Reactant 2

HCID 4326084HCID 4326084, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22162408HCID 22162408, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

2,6-Diamino 3,5-dinitro pyrazine (150 g, 75 mmol), 5% palladium on carbon (2.0 g) and deoxygenated water (200 mL) was added to a parr shaker and charged with 50 psi of hydrogen and allowed to shake at room temperature tor 24 hours. The reaction mixture was added to deoxygenated boiling water (750 mL) and filtered hot. The filtrate was allowed to cool to room temperature and the resulting solid was recrystallized from concentrated HCl (16.1 g, 80.1%). Crystal exists as a trihydrogen chloride mono hydrate system.

Workup

  1. additionwas added to a parr shaker
  2. customto shake at room temperature
  3. additionThe reaction mixture was added
  4. customto deoxygenated
  5. filtrationfiltered hot
  6. customthe resulting solid was recrystallized from concentrated HCl (16.1 g, 80.1%)

Sources & evidence

ORD record
ord-32df91fb3ecd4b55aeb132f95ff8a83c
Source dataset
uspto-grants-2015_03
Patent number
US08993713B1

Reaction notes

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