Acrylonitrile → HCID 22751183, compound

HRID 2163665Notes

Reaction equation

HRID 2163665 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 acrylonitrile 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-bd17026ff7124f1a8cc725fb6ea426e1
Source dataset
uspto-grants-1979_01
Patent number
US04136185

Reaction notes

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