Acrylonitrile → HCID 13373835, compound

HRID 1632489Notes

Reaction equation

HRID 1632489 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[NH:10][NH2:11].[C:12](#[N:15])[CH:13]=[CH2:14]>C1COCC1.[OH-].[Na+]>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[N:10]([CH2:14][CH2:13][C:12]#[N:15])[NH2:11]

Participants

5

Reactant 2

HCID 7855AcrylonitrileHCID 13373843HCID 13373843, compound

Product 1

HCID 13373835HCID 13373835, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-indolyl hydrazine (1.47 g.) in THF (100 ml.) was added acrylonitrile (0.75 g.) and five drops of 2N sodium hydroxide solution. The reaction mixture was heated under reflux for eight hours and then concentrated in vacuo. The residue was dissolved in ethanol, treated with activated charcoal, filtered and cncentrated again to give 3-[1-(2-indolyl)hydrazino]propanenitrile, crystallized from ether-ethanol, m.p. 120°-122° C.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for eight hours
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in ethanol
  5. additiontreated with activated charcoal
  6. filtrationfiltered

Sources & evidence

ORD record
ord-750587a6de724448b9b22ed63bc33743
Source dataset
uspto-grants-1984_10
Patent number
US04476137

Reaction notes

Loading…