Hydrochloric Acid → HCID 17926257, compound

HRID 2201382Notes

Reaction equation

HRID 2201382 reaction equation
[N:1]([C:3]1[C:4]([NH2:12])=[N:5][C:6]([NH2:11])=[N:7][C:8]=1[O:9][CH3:10])=O.[ClH:13]>C(O)C.[Pd]>[ClH:13].[ClH:13].[CH3:10][O:9][C:8]1[N:7]=[C:6]([NH2:11])[N:5]=[C:4]([NH2:12])[C:3]=1[NH2:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46221876HCID 46221876, compound

Product 1

HCID 17926257HCID 17926257, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 7.60 g (0.045 mol) 5-nitroso-2,4-diamino-6-methoxypyrimidine from step 1.2 in 400 ml ethanol was added 1.5 g (0.04 mol %) palladium on charcoal (5%). The mixture was shaken at room temperature for 16 h under an atmosphere of hydrogen at 1 bar. The reaction mixture was then poured into 80 ml dilute hydrochloric acid (0.23 mol), the catalyst was filtered off and the filtrate was concentrated almost to dryness. The precipitated crystals were filtered off with suction and washed with tert-butyl methyl ether. 6-Methoxy-2,4,5-pyrimidinetriamine dihydrochloride (8.10 g, 79%) was obtained as light yellow crystals.

Workup

  1. filtrationthe catalyst was filtered off
  2. concentrationthe filtrate was concentrated almost to dryness
  3. filtrationThe precipitated crystals were filtered off with suction
  4. washwashed with tert-butyl methyl ether

Sources & evidence

ORD record
ord-66db17df8c1d4c5cacb8fc55b70d60d4
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

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