Potassium Carbonate → HCID 14052175, compound

HRID 2107321Notes

Reaction equation

HRID 2107321 reaction equation
[SH:1][C:2]1[C:11]([CH3:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl.[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][Cl:21].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[ClH:21].[CH3:12][C:11]1[C:2]([S:1][CH2:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=2)=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 23392Picolyl chloride hydrochlorideHCID 1784186273-Methylquinoxaline-2-thiol

Product 1

HCID 14052175HCID 14052175, compoundYield 68.7%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

In a mixture of 70 ml of acetone and 7 ml of water were suspended 1.9 g of 2-mercapto-3-methylquinoxaline and 1.95 g of 2-picolyl chloride hydrochloride. To the suspension was added 4.0 g of potassium carbonate. The resulting mixture was stirred at room temperature for 1 hr., and the solvent was removed under reduced pressure. The residue was extracted with chloroform after addition of chloroform and water. The organic layer was separated and dried over sodium sulfate. The sodium sulfate was removed by filtration, and the filtrate was placed under reduced pressure to remove the solvent. The residue was dissolved in 20 ml of ethanol. To the solution under chilling with ice were successively added 3.2 ml of 5.2N ethanolic hydrochloric acid and ether to precipitate crystals. The crystals were collected by filtration to give 2.25 g of 3-methyl-2-(2-pyridylmethylthio)quinoxaline hydrochloride as a violet crystalline powder.

Workup

  1. custom, and the solvent was removed under reduced pressure
  2. extractionThe residue was extracted with chloroform
  3. additionafter addition of chloroform and water
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. customThe sodium sulfate was removed by filtration
  7. customto remove the solvent
  8. dissolutionThe residue was dissolved in 20 ml of ethanol
  9. temperatureTo the solution under chilling with ice
  10. customto precipitate crystals
  11. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-5deb848c56a7465db1042d9dc93b94d2
Source dataset
uspto-grants-1990_06
Patent number
US04933458

Reaction notes

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