Acrylonitrile → HCID 22751183, compound

HRID 866637Notes

Reaction equation

HRID 866637 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:26])[CH:24]=[CH2:25]>C(O)(=O)C>[C:23]([CH2:24][CH2:25][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:26]

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 22751186HCID 22751186, compound

Product 1

HCID 22751183HCID 22751183, compoundYield 81.3%

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 acrylnitrile 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-c0700792b11e4a6bba66ac97c8951a4b
Source dataset
uspto-grants-1978_07
Patent number
US04100282

Reaction notes

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