Acetonitrile → 1-Phenylpiperazine

HRID 259400Notes

Reaction equation

HRID 259400 reaction equation
NC1C=CC(CCC[N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=CC=1.C(#N)C>C(O)(=O)C>[C:17]1([N:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 22751186HCID 22751186, compound

Product 1

HCID 70961-Phenylpiperazine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture consisting of 29.5 gm (0.1 mol) of N-[γ-(p-amino-phenyl)-n-propyl]-N'-phenyl-piperazine (m.p. 102° C.), 5.8 gm (0.11 mol) of acetonitrile and 20 ml of glacial acetic acid was refluxed for 20 hours. Thereafter, the solvent was distilled off in vacuo, and the residue was recrystallized from dilute methanol, yielding 28.3 gm (81.3% of theory) of N-[γ-(p-β-cyanoethyl-amino]-phenyl)-n-propyl]-N'-phenyl-piperazine, m.p. 141°-143° C.

Workup

  1. temperaturewas refluxed for 20 hours
  2. distillationThereafter, the solvent was distilled off in vacuo
  3. customthe residue was recrystallized from dilute methanol

Sources & evidence

ORD record
ord-82831741b4b046289b2bade491e4cf13
Source dataset
uspto-grants-1977_07
Patent number
US04038279

Reaction notes

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