Hydrochloric Acid → HCID 117872367, compound

HRID 2201388Notes

Reaction equation

HRID 2201388 reaction equation
[N:1]([C:3]1[C:4]([NH2:16])=[N:5][C:6]([NH2:15])=[N:7][C:8]=1[O:9][CH2:10][CH:11]([CH3:14])[CH2:12][CH3:13])=O.[ClH:17]>C(O)C.[Pd]>[ClH:17].[ClH:17].[CH3:14][CH:11]([CH2:12][CH3:13])[CH2:10][O:9][C:8]1[N:7]=[C:6]([NH2:15])[N:5]=[C:4]([NH2:16])[C:3]=1[NH2:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 117871909HCID 117871909, compound

Product 1

HCID 117872367HCID 117872367, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 19.0 g (0.084 mol) 5-nitroso-2,4-diamino-6-(2-methylbutoxy)pyrimidine from step 3.2 in 400 ml ethanol was added 4.0 g (0.04 mol %) palladium on charcoal (5%). The mixture was shaken at room temperature for 18 h under an atmosphere of hydrogen at 1 bar. The reaction mixture was then poured into 150 ml dilute hydrochloric acid (0.30 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-(2-Methylbutoxy)-2,4,5-pyrimidinetriamine dihydrochloride (19.5 g, 81%) 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-db9e9d63cd8145f0b0442e749fde744b
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

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