Sulfuric Acid → HCID 9903943, compound

HRID 2304075Notes

Reaction equation

HRID 2304075 reaction equation
[C:1]([C:3]1[C:11]([Cl:12])=[C:10]([Cl:13])[C:6]([C:7](N)=[O:8])=[C:5]([Cl:14])[C:4]=1[Cl:15])#[N:2].Cl[O-].[Na+].S(=O)(=O)(O)[OH:20]>O>[C:1]([C:3]1[C:11]([Cl:12])=[C:10]([Cl:13])[C:6]([C:7]([OH:20])=[O:8])=[C:5]([Cl:14])[C:4]=1[Cl:15])#[N:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 9925815HCID 9925815, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 9903943HCID 9903943, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

4-Cyano-2,3,5,6-tetrachlorobenzamide (284 g) which had been synthesized separately and water (2556 g) were placed in a four-neck flask, and the mixture was cooled to 15° C. with stirring. Subsequently, an aqueous solution (2360 g) of sodium hypochlorite (effective chlorine 12%) was added to the reaction mixture over six hours while a 50% aqueous solution of sulfuric acid was added so as to maintain the pH of the mixture at 5-6. Liquid chromatographic analysis revealed that the reaction mixture contained 262.2 g of 4-cyano-2,3,5,6-tetrachlorobenzoic acid (yield 92%).

Workup

  1. additionwas added so as
  2. temperatureto maintain the pH of the mixture at 5-6

Sources & evidence

ORD record
ord-518d01e404cf401ab46ac1c0b037c3e1
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

Loading…