Water → HCID 69961437, compound

HRID 1291319Notes

Reaction equation

HRID 1291319 reaction equation
[N:1]1(C(=O)[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].C(=O)([O-])[O-:15].[K+].[K+].[CH3:20][O:21][C:22]1[CH:37]=[CH:36][C:25]([CH:26](Br)[C:27](=O)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30]C=2)=[CH:24][CH:23]=1.O.C([O:42][CH2:43][CH3:44])(=O)C>CN(C=O)C>[CH3:2][N:1]1[C:43](=[O:42])[C:44]2[N:10]([CH2:11][C:32]3[CH:33]=[CH:28][C:27]([C:26](=[O:15])[C:25]4[CH:24]=[CH:23][C:22]([O:21][CH3:20])=[CH:37][CH:36]=4)=[CH:30][CH:31]=3)[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4]

Participants

7

Reactant 5

HCID 962WaterHCID 2153TheophyllineHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 4097384Ethanone, 2-bromo-2-(4-methoxyphenyl)-1-phenyl-

Product 1

HCID 69961437HCID 69961437, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (20 ml) was dissolved theophylline (1.84 g). To this solution were added potassium carbonate (1.42 g) and p-methoxybenzoylbenzyl bromide (3.78 g) and the mixture was stirred at room temperature for 14 hours. After addition of water and dilution with ethyl acetate (1200 ml), the organic layer was washed with water (500 ml) twice and saturated aqueous NaCl solution (500 ml) once and dried over anhydrous magnesium sulfate. After removal of the desiccant by filtration, the solvent was distilled off under reduced pressure and the resulting crystals were rinsed with ethyl acetate to provide 2.83 g (yield 69%) of the title compound.

Workup

  1. washthe organic layer was washed with water (500 ml) twice
  2. dry with materialsaturated aqueous NaCl solution (500 ml) once and dried over anhydrous magnesium sulfate
  3. customAfter removal of the
  4. filtrationdesiccant by filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. washthe resulting crystals were rinsed with ethyl acetate

Sources & evidence

ORD record
ord-865bee1d7a3f432da03d3e1d81f070b6
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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