Glycine → 2-Chlorobenzoic Acid

HRID 399640Notes

Reaction equation

HRID 399640 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9](Cl)[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].NCC(O)=O>ClC1C=C(O)C(=CC=1)C(O)=O>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 750GlycineHCID 57872,4-Dichlorobenzoic Acid

Product 1

HCID 83742-Chlorobenzoic Acid

Reagents, catalysts & solvents 1

HCID 787824-Chlorosalicylic acidSolvent

Procedure

If 2,4-dichlorobenzoic acid is reacted with glycine analogously to DE-C 142 507 by initially introducing all the reactants into the reaction vessel and then carrying out the reaction while stirring and heating, by-products, in particular 4-chlorosalicylic acid, form - as a corresponding comparison experiment demonstrates - to a not inconsiderable extent. The statement made in DE-C 142 507, that the yield is almost the yield in theory when 2-chlorobenzoic acid is used, cannot be confirmed if 2,4-dichlorobenzoic acid is used as the starting substance.

Workup

  1. additionby initially introducing all the reactants into the reaction vessel
  2. customthe reaction
  3. temperatureheating

Sources & evidence

ORD record
ord-041c6fdf706948138a5eba1ed781a248
Source dataset
uspto-grants-1998_10
Patent number
US05821385

Reaction notes

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