Hydrochloric Acid → 4-(Benzoylamino)benzoic acid

HRID 1180616Notes

Reaction equation

HRID 1180616 reaction equation
[C:1]1([C:7]([NH:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl>CO>[C:1]1([C:7]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([OH:16])=[O:15])=[CH:18][CH:19]=2)=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 727255Methyl 4-benzamidobenzoate

Product 1

HCID 2525974-(Benzoylamino)benzoic acidYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Subsequently, 34.7 g of methyl 4-(phenylcarbonylamino)benzoate was dissolved in 500 mg of methanol and thereto 50 mg of 10% KOH was added. After stirring for 3 hours, the mixture was neutralized with hydrochloric acid and then filtered, to give an acid compound, 4-(phenylcarbonylamino) benzoic acid (26.2 g, 80% yield).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-62ab27adbd2043008321d0f5b04600d0
Source dataset
uspto-grants-2007_10
Patent number
US07282522B2

Reaction notes

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