Water → HCID 57927199, compound

HRID 889148Notes

Reaction equation

HRID 889148 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[N:5][NH:4][C:3]1=[O:8].[H-].[Na+].[CH2:11]([CH:13]1[O:15][CH2:14]1)Br.O>CN(C)C=O.C(OCC)(=O)C>[CH3:1][N:2]1[C:6]([CH3:7])=[N:5][N:4]([CH2:11][CH:13]2[CH2:14][O:15]2)[C:3]1=[O:8]

Participants

7

Reactant 4

HCID 962WaterHCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 1431963H-1,2,4-Triazol-3-one, 2,4-dihydro-4,5-dimethyl-

Product 1

HCID 57927199HCID 57927199, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

After dissolving 4,5-dimethyl-2,4-dihydro[1,2,4]triazol-3-one (CAS 54770-19-3) (560 mg) in N,N-dimethylformamide (5 ml), sodium hydride (60% in oil) (238 mg) and epibromohydrin (0.85 ml) were added and the mixture was stirred at room temperature for one day. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (390 mg).

Workup

  1. additionwere added
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationAfter filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-911cbfdb9db540a09b71ae4100751109
Source dataset
uspto-grants-2012_08
Patent number
US08252810B2

Reaction notes

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