Ammonia → 4-Cyanobenzaldehyde

HRID 1385550Notes

Reaction equation

HRID 1385550 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]N)=[CH:5][CH:4]=1)#[N:2].C=O.N.S(=O)(=O)(O)[OH:15]>>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:15])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 826084-(Aminomethyl)benzonitrile

Product 1

HCID 660424-CyanobenzaldehydeYield 40%

Procedure

13.2 g of p-cyanobenzylamine, 51 g of a 35% aqueous formalin solution and 24 g of a 28% aqueous ammonia solution were reacted at 90° C. for 2 hours while stirring in a solvent of which pH was adjusted to 3 by sulfuric acid. The reaction solution was cooled to room temperature and then cooled on ice for 2 hours. The crystals precipitated were collected by filtration, washed with water and dried to obtain 5.2 g (yield: 40%) of p-cyanobenzaldehyde. The p-cyanobenzaldehyde obtained had a purity of 99.5% or more determined by the analysis of high performance liquid chromatography.

Workup

  1. temperaturecooled on ice for 2 hours
  2. customThe crystals precipitated
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f751bf46b61a49c4872c6164801196f3
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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