Sulfuric Acid → 4-Cyanobenzaldehyde

HRID 1385553Notes

Reaction equation

HRID 1385553 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]N)=[CH:5][CH:4]=1)#[N:2].C1N2CN3CN(C2)CN1C3.S(=O)(=O)(O)[OH:22]>O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:22])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 4101HexamethylenetetramineHCID 826084-(Aminomethyl)benzonitrile

Product 1

HCID 660424-CyanobenzaldehydeYield 33%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

39.6 g of p-cyanobenzylamine, 42.1 g of hexamethylenetetramine and 400 ml of water were mixed and after adjusting the pH of the solvent to 2.5 by sulfuric acid, the mixture was reacted at 90° C. for 2 hours while stirring. The reaction solution was cooled to room temperature and then cooled on ice. The crystals precipitated were collected by filtration, washed with water and dried to obtain 13.2 g (yield: 33%) of p-cyanobenzaldehyde. The purity was 99.8% or more.

Workup

  1. customthe mixture was reacted at 90° C. for 2 hours
  2. temperaturecooled on ice
  3. customThe crystals precipitated
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-24a15b83714045198924be3a448098da
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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