3,5-Dichloroanthranilic acid → 3,5-Dichlorobenzoic acid

HRID 1579726Notes

Reaction equation

HRID 1579726 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1N>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([OH:7])=[O:6]

Participants

3

Reactant 1

HCID 760363,5-Dichloroanthranilic acid

Product 1

HCID 58113,5-Dichlorobenzoic acidYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 parts of ethanol is slowly added to a solution, heated to 70°C, of the diazonium salt prepared as described in Example 1 from 412 parts of 3,5-dichloroanthranilic acid; elimination of nitrogen immediately takes place with evolution of heat. The mixture is stirred for another 15 minutes and 350 parts (92% of theory) of 3,5-dichlorobenzoic acid having a melting point of 176° to 178°C is isolated as described in Example 1.

Workup

  1. customprepared
  2. temperatureelimination of nitrogen immediately takes place with evolution of heat

Sources & evidence

ORD record
ord-715ce23149554b4f9e16ba4ef494fe82
Source dataset
uspto-grants-1976_01
Patent number
US03931300

Reaction notes

Loading…