4-Aminobenzoic Acid → (Z)-4-(3-carboxyacrylamido)benzoic acid

HRID 1388762Notes

Reaction equation

[C:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([OH:3])=[O:2].[C:11]1(=[O:17])[O:16][C:14](=[O:15])[CH:13]=[CH:12]1>>[C:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:11](=[O:17])/[CH:12]=[CH:13]\[C:14]([OH:16])=[O:15])=[CH:6][CH:5]=1)([OH:3])=[O:2]

Participants

Reactant 2

HCID 9784-Aminobenzoic Acid

HCID 7923Maleic Anhydride

Product 1

HCID 5717537(Z)-4-(3-carboxyacrylamido)benzoic acid

Procedure

Similarly, equimolar amounts of p-carboxy aniline and maleic anhydride reacted to produce N-(p-carboxyphenyl)maleamic acid.

Sources & evidence

ORD record: ord-99eb99bc9d7a412b95eac1d07ddb8aaf
Source dataset: uspto-grants-1984_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04433114

Reaction notes

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