Ammonium Hydroxide → Aminocinnamonitrile

HRID 332829Notes

Reaction equation

HRID 332829 reaction equation
[C:1]([CH2:9][C:10]#[N:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+:12].[OH-]>>[NH2:12]/[C:1](/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[CH:9]\[C:10]#[N:11]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 64799Benzoylacetonitrile

Product 1

HCID 1711920AminocinnamonitrileYield 18.8%

Procedure

A mixture of benzoylacetonitrile (510 mg, 3.51 mmol) and conc. NH4OH (4 mL, 56.0 mmol) in a sealed tube was stirred at 80 C for 20 h. After cooling, solids precipitated out, which were collected by filtration, dried on vacuum to give (Z)-3-amino-3-phenylacrylonitrile (95 mg).

Workup

  1. temperatureAfter cooling
  2. customsolids precipitated out
  3. filtrationwhich were collected by filtration
  4. customdried on vacuum

Sources & evidence

ORD record
ord-b1c6dc395cc748bdb7b8cb91b86d2e2f
Source dataset
uspto-grants-2014_11
Patent number
US08877760B2

Reaction notes

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