Ethanol → HCID 22710519, compound

HRID 352781Notes

Reaction equation

HRID 352781 reaction equation
[Mn]([O-])(=O)(=O)=O.[K+].[O:7]1C=CC=[C:8]1[C:12]1[CH:17]=[N:16][C:15]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[CH:14][N:13]=1.C([OH:26])C>[Cl-].C([N+](CCCCCCCC)(CCCCCCCC)C)CCCCCCC.O.C1C=CC=CC=1>[N:21]1[CH:22]=[CH:23][C:18]([C:15]2[N:16]=[CH:17][C:12]([C:8]([OH:7])=[O:26])=[N:13][CH:14]=2)=[CH:19][CH:20]=1

Participants

7

Reactant 3

HCID 702EthanolHCID 516875Potassium Permanganate2×HCID 227104122-(2-Furanyl)-5-(4-pyridinyl)pyrazine

Product 1

HCID 22710519HCID 22710519, compound

Reagents, catalysts & solvents 3

HCID 21218Trioctylmethylammonium chlorideCatalystHCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

At room temperature, potassium permanganate (700 mg) and trioctylmethylammonium chloride (one drop) were dissolved in a mixed solvent of water (20 ml) and benzene (20 ml). To the resulting solution, 2-(furan-2-yl)-5-(pyridin-4-yl)pyrazine (700 mg) was added in portions, followed by stirring at room temperature for 17 hours. After ethanol was added to the reaction mixture to decompose excess potassium permanganate, the solvent was distilled off. To the residue, water (100 ml) was added and the mixture was filtered through Celite. To the filtrate, 1N hydrochloric acid was added to adjust its pH to 6. The solvent was distilled off until the precipitation of colorless crystals. The colorless crystals were collected by filtration, whereby the title compound (491 mg, 79%) was obtained.

Workup

  1. distillationthe solvent was distilled off
  2. additionTo the residue, water (100 ml) was added
  3. filtrationthe mixture was filtered through Celite
  4. additionTo the filtrate, 1N hydrochloric acid was added
  5. distillationThe solvent was distilled off until the precipitation of colorless crystals
  6. filtrationThe colorless crystals were collected by filtration, whereby the title compound (491 mg, 79%)
  7. customwas obtained

Sources & evidence

ORD record
ord-1e9bf8349cec4976a006b42e8d1dec05
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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