Hydrochloric Acid → HCID 117871234, compound

HRID 2201385Notes

Reaction equation

HRID 2201385 reaction equation
[N:1]([C:3]1[C:4]([NH2:15])=[N:5][C:6]([NH2:14])=[N:7][C:8]=1[O:9][CH2:10][CH:11]([CH3:13])[CH3:12])=O.[ClH:16]>C(O)C.[Pd]>[ClH:16].[ClH:16].[CH3:12][CH:11]([CH3:13])[CH2:10][O:9][C:8]1[N:7]=[C:6]([NH2:14])[N:5]=[C:4]([NH2:15])[C:3]=1[NH2:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 117871362HCID 117871362, compound

Product 1

HCID 117871234HCID 117871234, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 16.9 g (0.08 mol) 5-nitroso-2,4-diamino-6-(2-methylpropoxy)pyrimidine from step 2.2 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 105 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-Methylpropoxy)-2,4,5-pyrimidinetriamine dihydrochloride (14.6 g, 68%) 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-d665338661c14f608db9d13dc38cf64a
Source dataset
uspto-grants-2016_06
Patent number
US09364407B2

Reaction notes

Loading…