1-(2,3-Xylyl)piperazine → HCID 13064841, compound

HRID 1285429Notes

Reaction equation

HRID 1285429 reaction equation
[O:1]=[C:2]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2)[CH2:3][CH2:4][Cl:5].[CH3:17][C:18]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:19]=1[N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>C1(C)C(C)=CC=CC=1>[ClH:5].[O:1]=[C:2]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2)[CH2:3][CH2:4][N:28]1[CH2:29][CH2:30][N:25]([C:19]2[CH:20]=[CH:21][CH:22]=[C:23]([CH3:24])[C:18]=2[CH3:17])[CH2:26][CH2:27]1

Participants

4

Reactant 2

HCID 705411-(2,3-Xylyl)piperazineHCID 12833509HCID 12833509, compound

Product 1

HCID 13064841HCID 13064841, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2.4 Grams of 6-(1-oxo-3-chloropropyl)-3,4-dihydrocarbostyril and 4.5 g of 4-(2,3-dimethylphenyl)-piperazine were mixed with 80 ml of xylene and the mixture was refluxed by heating for 24 hours. Then the reaction mixture was concentrated under a reduced pressure to dryness. Thus obtained solid matter was dissolved in 100 ml of chloroform, the chloroform layer was washed with 5%-sodium hydrogencarbonate aqueous solution twice and washed with water twice then dried with anhydrous sodium sulfate, and chloroform was removed by distillation to obtain the residue. To the residue thus obtained was added ether-hexane and the insoluble matters were collected by filtration and recrystallized from concentrated hydrochloric acid-ethanol-water to obtain 2.6 g of 6-{1-oxo-3-[4-(2,3-dimethylphenyl)-1-piperazinyl]-propyl}-3,4-dihydrocarbostyril monohydrochloride in cololress needle-like crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureby heating for 24 hours
  3. concentrationThen the reaction mixture was concentrated under a reduced pressure to dryness
  4. dissolutionThus obtained solid matter was dissolved in 100 ml of chloroform
  5. washthe chloroform layer was washed with 5%-sodium hydrogencarbonate aqueous solution twice
  6. washwashed with water twice
  7. dry with materialdried with anhydrous sodium sulfate, and chloroform
  8. customwas removed by distillation
  9. customto obtain the residue
  10. customTo the residue thus obtained
  11. filtrationthe insoluble matters were collected by filtration
  12. customrecrystallized from concentrated hydrochloric acid-ethanol-water

Sources & evidence

ORD record
ord-ee5cebe4cc0f44f9afff8b5153dce3ef
Source dataset
uspto-grants-1986_01
Patent number
US04567187

Reaction notes

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