Potassium Carbonate → HCID 19820959, compound

HRID 2107327Notes

Reaction equation

HRID 2107327 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.[CH3:14][N:15]([CH3:24])[C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][Cl:19].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[ClH:19].[CH3:14][N:15]([CH3:24])[C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][S: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

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 135374262-(chloromethyl)-N,N-dimethylaniline hydrochlorideHCID 1784186273-Methylquinoxaline-2-thiol

Product 1

HCID 19820959HCID 19820959, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

In a mixture of 50 ml of acetone and 5 ml of water were suspended 2.80 g of 2-mercapto-3-methylquinoxaline, 3.28 g of 2-dimethylaminobenzyl chloride hydrochloride, and 8.0 g of potassium carbonate. The resulting mixture was stirred at room temperature for 40 min., 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 diluted with 50 ml of ethanol. To the solution under chilling with ice were successively added 1.33 ml of conc. hydrochloric acid and ether to precipitate crystals. The crystals were collected by filtration to give 4.56 of 2-(2-dimethylaminobenzylthio)-3-methylquinoxaline hydrochloride as a dark brown crystalline powder.

Workup

  1. customthe 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. additionThe residue was diluted with 50 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-4cb87696498c46c2abae33bfc0f73ea5
Source dataset
uspto-grants-1990_06
Patent number
US04933458

Reaction notes

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