Potassium Carbonate → HCID 86645296, compound

HRID 1927811Notes

Reaction equation

HRID 1927811 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][N:8]1[C:12]([CH3:13])=[N:11][NH:10][C:9]1=[O:14].Br[CH2:16][C:17]([O:19][CH3:20])=[O:18]>C(#N)C>[CH3:13][C:12]1[N:8]([CH3:7])[C:9](=[O:14])[N:10]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[N:11]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 1431963H-1,2,4-Triazol-3-one, 2,4-dihydro-4,5-dimethyl-

Product 1

HCID 86645296HCID 86645296, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

1222 mg of potassium carbonate are added to a solution of 500 mg of 4,5-dimethyl-2,4-dihydro-3H-1,2,4-triazol-3-one in 15 ml of acetonitrile, and the mixture is warmed to 50° C. After addition of 879 mg of methyl bromoacetate, the mixture is heated at reflux for 16 hours. The mixture is concentrated under reduced pressure, the residue is taken up in dichloromethane, washed with diluted hydrochloric acid (pH 2) and dried over sodium sulphate, and the solvent is removed under reduced pressure. This gives 593 mg of methyl (3,4-dimethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetate (Va-6) in a purity of 93% (LCMS).

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 16 hours
  3. concentrationThe mixture is concentrated under reduced pressure
  4. washwashed with diluted hydrochloric acid (pH 2)
  5. dry with materialdried over sodium sulphate
  6. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3a9935e61a024fb88a74f583f99811b0
Source dataset
uspto-grants-2012_05
Patent number
US08183351B2

Reaction notes

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