Acrylonitrile → HCID 21935997, compound

HRID 1278599Notes

Reaction equation

HRID 1278599 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1C=CC=CC=1>[CH2:5]([N:12]1[CH2:17][CH2:16][N:15]([CH2:3][CH2:2][C:1]#[N:4])[CH2:14][CH2:13]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 759941-Benzylpiperazine

Product 1

HCID 21935997HCID 21935997, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of acrylonitrile (5.6 ml/85.1 mmol) and benzylpiperazine (5.0 g/28.3 mmol) in benzene (28 ml) was refluxed for 10 hours. After cooling down, the mixture was concentrated in vacuo and the residue was purified by column chromatography (NH2 gel/200-350 mesh/100 g/dichloromethane) to give a pale brown oil (5.5 g/85%).

Workup

  1. temperaturewas refluxed for 10 hours
  2. temperatureAfter cooling down
  3. concentrationthe mixture was concentrated in vacuo
  4. customthe residue was purified by column chromatography (NH2 gel/200-350 mesh/100 g/dichloromethane)
  5. customto give a pale brown oil (5.5 g/85%)

Sources & evidence

ORD record
ord-e0371fcfd06d40dcb4d228f12e71d803
Source dataset
uspto-grants-2002_09
Patent number
US06444677B2

Reaction notes

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