p-Cyanobenzamide → 4-Cyanobenzoic acid

HRID 2304076Notes

Reaction equation

HRID 2304076 reaction equation
N([O-])=[O:2].[Na+].[C:5]([C:7]1[CH:15]=[CH:14][C:10]([C:11](N)=[O:12])=[CH:9][CH:8]=1)#[N:6]>S(=O)(=O)(O)O>[C:5]([C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:2])=[O:12])=[CH:9][CH:8]=1)#[N:6]

Participants

4

Reactant 2

HCID 76427p-CyanobenzamideHCID 23668193Sodium Nitrite

Product 1

HCID 120874-Cyanobenzoic acidYield 95%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Sodium nitrite (2.07 g) was dissolved in a 70 wt. % aqueous sulfuric acid solution (100 ml), and p-cyanobenzamide (2.92 g) was added to the resultant solution. The mixture was allowed to react at room temperature for one hour with stirring. The precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 2.77 g of p-cyanobenzoic acid (yield 95%). High performance liquid chromatographic analysis revealed that the p-cyanobenzoic acid obtained had a purity of 99% or more.

Workup

  1. customto react at room temperature for one hour
  2. filtrationThe precipitated crystals were collected through filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-0f4cba14c98d40209302615b057a8781
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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