Water → HCID 57927162, compound

HRID 889159Notes

Reaction equation

HRID 889159 reaction equation
[CH3:1][N:2]1[C:6]2=[N:7][C:8](=[O:12])[NH:9][C:10](=[O:11])[N:5]2[CH:4]=[CH:3]1.[H-].[Na+].O.C(OCC)(=O)C.[Br:22][CH2:23][CH2:24][CH2:25]Br>CN(C)C=O>[Br:22][CH2:23][CH2:24][CH2:25][N:9]1[C:10](=[O:11])[N:5]2[CH:4]=[CH:3][N:2]([CH3:1])[C:6]2=[N:7][C:8]1=[O:12]

Participants

7

Reactant 5

HCID 962WaterHCID 80011,3-DibromopropaneHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 19745993HCID 19745993, compound

Product 1

HCID 57927162HCID 57927162, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After suspending 8-methyl-8H-imidazo[1,2-a][1,3,5]triazine-2,4-dione (CAS 67464-13-5) (100 mg) in N,N-dimethylformamide (2 ml), 1,3-dibromopropane (0.18 ml) and sodium hydride (60% in oil) (27 mg) were added and the mixture was stirred at room temperature for 14 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water and brine in that order and then dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The obtained solid was washed with diethyl ether to obtain the title compound (68 mg).

Workup

  1. additionwere added
  2. washThe organic layer was washed with water and brine in that order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationAfter filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. washThe obtained solid was washed with diethyl ether

Sources & evidence

ORD record
ord-7cb17aedb8a24cfbac1da9d50cb7503c
Source dataset
uspto-grants-2012_08
Patent number
US08252810B2

Reaction notes

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