HCID 178518408, compound → HCID 178518407, compound

HRID 1534020Notes

Reaction equation

HRID 1534020 reaction equation
[OH:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7](S)[N:8]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([OH:18])[N:3]=1>[OH-].[Na+].[Ni]>[OH:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([OH:18])[N:3]=1

Participants

4

Reactant 1

HCID 178518408HCID 178518408, compound

Product 1

HCID 178518407HCID 178518407, compoundYield 515.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 14798Sodium HydroxideSolvent

Procedure

2.5 g of 2,6-dihydroxy-9-phenyl-8-purinethiol was dissolved in 250 ml 1N sodium hydroxide and treated with 75 g Raney nickel. It was then heated to reflux for 2 hours and then filtered through Celite while hot. The filtrate was cooled to about 4°) C., the white precipitate collected, dissolved in hot water, treated with charcoal, filtered, cooled in an ice bath and acidified with concentrated hydrochloric acid. The white product was collected and dried under vacuum at 70° C. for 2 days to yield 11.3 g of 2,6-dihydroxy-9-phenylpurine.

Workup

  1. temperatureIt was then heated
  2. temperatureto reflux for 2 hours
  3. filtrationfiltered through Celite while hot
  4. temperatureThe filtrate was cooled to about 4°) C
  5. custom, the white precipitate collected
  6. dissolutiondissolved in hot water
  7. additiontreated with charcoal
  8. filtrationfiltered
  9. temperaturecooled in an ice bath
  10. customThe white product was collected
  11. customdried under vacuum at 70° C. for 2 days

Sources & evidence

ORD record
ord-f196ab29bd1a43d6966d369990f24e36
Source dataset
uspto-grants-1992_02
Patent number
US05086176

Reaction notes

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