Piperazine → 3-Phenyl-6-(piperazin-1-yl)pyridazine

HRID 499153Notes

Reaction equation

HRID 499153 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(#N)C>[C:8]1([C:5]2[N:4]=[N:3][C:2]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:7][CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 885153-Chloro-6-phenylpyridazine

Product 1

HCID 99918883-Phenyl-6-(piperazin-1-yl)pyridazineYield 99%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-chloro-6-phenylpyridazine (0.960 g, 5.000 mmol) in acetonitrile (25 mL) was added piperazine (2.580 g, 30.00 mmol) and the mixture was stirred at reflux for 16 hours. The solvent was removed in vacuo and the residue was dissolved in dichloromethane. The resulting solution was washed with water, dried over MgSO4 and concentrated. The title compound was obtained in 99% yield (1.200 g).

Workup

  1. temperatureat reflux for 16 hours
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in dichloromethane
  4. washThe resulting solution was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-fcec8291733843db832c3c8831ffcbf0
Source dataset
uspto-grants-2010_08
Patent number
US07767677B2

Reaction notes

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