Piperazine → 1-(4-Pyridyl)piperazine

HRID 223454Notes

Reaction equation

HRID 223454 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1>C1(C)C(C)=CC=CC=1>[N:11]1[CH:12]=[CH:13][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 122884-Chloropyridine

Product 1

HCID 705171-(4-Pyridyl)piperazineYield 15.9%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of piperazine (67.0 g, 0.78 mol) and 4-chloropyridine (26.1 g, 0.23 mol) in xylene (520 ml) was heated at reflux for 20hr. The reaction mixture was cooled and filtered. The filtrate was evaporated to dryness to give 5.96 g of the title compound as a solid; m.p. 132°-136° C.; NMR(CDCl3) δ1.8(s,1H), 2.9(m,4H), 3.2(m,4H), 6.6(m,2H), 8.2(m,2H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 20hr
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-2d429f2eafd447f29d0ffe2c3514be68
Source dataset
uspto-grants-1982_10
Patent number
US04355031

Reaction notes

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