3-Cyanobenzamide → 3-Cyanobenzoic acid

HRID 2304077Notes

Reaction equation

HRID 2304077 reaction equation
N([O-])=[O:2].[Na+].[C:5]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10](N)=[O:11])#[N:6]>S(=O)(=O)(O)O>[C:5]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([OH:2])=[O:11])#[N:6]

Participants

4

Reactant 2

HCID 769743-CyanobenzamideHCID 23668193Sodium Nitrite

Product 1

HCID 158753-Cyanobenzoic acidYield 92%

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 m-cyanobenzamide (2.92 g) was added to the resultant solution. The mixture was allowed to react at 40° C. for one hour with stirring. The precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 2.68 g of m-cyanobenzoic acid (yield 92%). The m-cyanobenzoic acid obtained had a purity of 99% or more.

Workup

  1. customto react at 40° C. for one hour
  2. filtrationThe precipitated crystals were collected through filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-526492e2cb3741d482d32f79613faa69
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

Loading…