Piperazine → 7-Chloro-4-(piperazin-1-yl)quinoline

HRID 1829158Notes

Reaction equation

HRID 1829158 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][C:14]([Cl:18])=[CH:15][CH:16]=2)[N:11]=[CH:10][CH:9]=1>O>[Cl:18][C:14]1[CH:13]=[C:12]2[C:17]([C:8]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)=[CH:9][CH:10]=[N:11]2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 68664,7-Dichloroquinoline

Product 1

HCID 7383897-Chloro-4-(piperazin-1-yl)quinolineYield 41.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

Piperazine (65.2 g) was melted by heating at 120° C., and 4,7-dichloroquinoline (15.0 g) was added thereto. The mixture was stirred at 120° C. for 2.5 hr and the reaction mixture was added to water. The mixture was extracted with chloroform and concentrated under reduced pressure to give 1-(7-chloro-4-quinolyl)piperazine (7.72 g).

Workup

  1. extractionThe mixture was extracted with chloroform
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-174c7fb84aea404badf5940c7e191bab
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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