Ethanol → 9-ethyl-7,9-dihydro-2-phenyl-8H-purin-8-one

HRID 842075Notes

Reaction equation

HRID 842075 reaction equation
[CH2:1]([NH:3][C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][N:7]=[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:5]=1)[CH3:2].[CH2:19]([OH:21])C>[C].[Pd]>[CH2:1]([N:3]1[C:19](=[O:21])[NH:10][C:9]2[C:4]1=[N:5][C:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[N:7][CH:8]=2)[CH3:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 226177974-Ethylamino-5-nitro-2-phenylpyrimidine

Product 1

HCID 226177959-ethyl-7,9-dihydro-2-phenyl-8H-purin-8-one

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

A mixture of 4-ethylamino-5-nitro-2-phenylpyrimidine (2.7 g), palladium-carbon (0.3 g), and ethanol (50 ml) is stirred at room temperature under hydrogen atmosphere for five hours, and the reaction mixture is filtered. The filtrate is concentrated under reduced pressure, and to the resulting residue is added urea (1.4 g). The mixture is stirred at 200° C. for two hours. After cooling, water is added to the reaction mixture, and the precipitates are collected by filtration, washed with water, and washed with ethanol to give the desired compound (2.4 g).

Workup

  1. filtrationthe reaction mixture is filtered
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. additionto the resulting residue is added urea (1.4 g)
  4. stirringThe mixture is stirred at 200° C. for two hours
  5. temperatureAfter cooling
  6. additionwater is added to the reaction mixture
  7. filtrationthe precipitates are collected by filtration
  8. washwashed with water
  9. washwashed with ethanol

Sources & evidence

ORD record
ord-58e0c421d4eb495fa94b7bc315b76d8c
Source dataset
uspto-grants-2002_04
Patent number
US06372740B1

Reaction notes

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