Acetic Acid → HCID 22751183, compound

HRID 267192Notes

Reaction equation

HRID 267192 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][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)=[CH:4][CH:3]=1.[C:23](#[N:25])[CH3:24].[C:26](O)(=O)C>>[C:23]([CH2:24][CH2:26][NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:15][CH2:16]2)=[CH:6][CH:7]=1)#[N:25]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6342AcetonitrileHCID 22751186HCID 22751186, compound

Product 1

HCID 22751183HCID 22751183, compoundYield 81.3%

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 recyrstallized 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

Sources & evidence

ORD record
ord-95804957ade1433abe80619fc8e0560a
Source dataset
uspto-grants-1976_03
Patent number
US03941789

Reaction notes

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