Potassium Iodide → HCID 68478326, compound

HRID 1942145Notes

Reaction equation

HRID 1942145 reaction equation
[O:1]=[C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:25][S:26][CH2:27]Cl>CC(C)=O.C(OCC)C.C(OCC)(=O)C.O>[CH3:25][S:26][CH2:27][N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:10]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:2]1=[O:1]

Participants

9

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 16916Chloromethyl methyl sulfideHCID 248643Ethyl 3-hydroxyquinoxaline-2-carboxylate

Product 1

HCID 68478326HCID 68478326, compoundYield 55%

Reagents, catalysts & solvents 4

HCID 180AcetoneSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

5.0 g (22.9 mmol) of ethyl 2-oxo-1,2-dihydroquinoxaline-3-carboxylate, 3.8 g (27.5 mmol) of potassium carbonate, 4.56 g (27.5 mmol) of potassium iodide and 2.43 g (25.2 mmol) of chloromethyl methyl sulfide were dissolved in acetone (100 mL), and the solution was refluxed for 5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and to the residue thus obtained, a mixture of water and ethyl acetate was added. The resulting mixture was separated. The organic layer was dried over anhydrous magnesium sulfate, and the inorganic matter was separated by filtration. The solvent was distilled off under reduced pressure, and the residue thus obtained was solidified using diethyl ether, to obtain 3.5 g (yield: 55%) of ethyl 1-(methylthiomethyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylate as a white powder.

Workup

  1. temperaturethe solution was refluxed for 5 hours
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. customto the residue thus obtained
  5. additionwas added
  6. customThe resulting mixture was separated
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. customthe inorganic matter was separated by filtration
  9. distillationThe solvent was distilled off under reduced pressure
  10. customthe residue thus obtained

Sources & evidence

ORD record
ord-30e2d986345146379a82fc76e7b3d8da
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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