Piperazine → 4-Piperazin-1-yl-quinoline

HRID 1829122Notes

Reaction equation

HRID 1829122 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][CH:9]=1>O>[N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 691404-Chloroquinoline

Product 1

HCID 15343864-Piperazin-1-yl-quinolineYield 105.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

Piperazine (13.2 g) was melted by heating at 140° C., and 4-chloroquinoline (2.5 g) was added thereto. The mixture was stirred at 140° C. for 30 min. The reaction mixture was added to iced water, and the mixture was extracted with chloroform to give 1-(4-quinolyl)piperazine (3.45 g) as a pale-yellow oil.

Workup

  1. extractionthe mixture was extracted with chloroform

Sources & evidence

ORD record
ord-15fcb9b00d0549c2be35d93083c73f96
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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