Potassium Hydroxide → HCID 178444743, compound

HRID 1635767Notes

Reaction equation

HRID 1635767 reaction equation
[OH-].[K+].[NH2:3][C:4]1[N+:9]([O-:10])=[C:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:7]=[C:6](Cl)[N:5]=1.[H][H]>C(O)C.[Pd]>[NH2:3][C:4]1[N+:9]([O-:10])=[C:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:7]=[CH:6][N:5]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 178418361HCID 178418361, compoundHCID 178444740HCID 178444740, compound

Product 1

HCID 178444743HCID 178444743, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.7 g of potassium hydroxide was dissolved in 100 ml of absolute ethanol, in a three-necked flask. 2.2 g of 2-amino-4-hexylamino-6-chloropyrimidine 3-oxide were then added. After complete dissolution, 0.5 g of palladium-on-charcoal was added and the mixture was reacted in a hydrogenator at a hydrogen pressure of 3 bar. After 2 hours, the medium was filtered through filter paper and concentrated under vacuum. The pale yellow solid obtained was recrystallized from 20 ml of acetonitrile. It was filtered off and the filter cake was washed with 10 ml of water. The solid was dried in a desiccator under vacuum. 1 g of the expected compound was thus obtained, for a yield of 53%.

Workup

  1. additionwas added
  2. filtrationthe medium was filtered
  3. filtrationthrough filter paper
  4. concentrationconcentrated under vacuum
  5. customThe pale yellow solid obtained
  6. customwas recrystallized from 20 ml of acetonitrile
  7. filtrationIt was filtered off
  8. washthe filter cake was washed with 10 ml of water
  9. customThe solid was dried in a desiccator under vacuum

Sources & evidence

ORD record
ord-ee7d1d4280434e78bb8e7d4f69971362
Source dataset
uspto-grants-2003_01
Patent number
US06511659B2

Reaction notes

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