Potassium Carbonate → 3-Anilinobenzoic acid

HRID 1462029Notes

Reaction equation

HRID 1462029 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10]C)=[O:9])(=O)[CH3:2].I[C:16]1[CH:21]=CC=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>[N+](C)([O-])=O.[Cu]>[NH:4]([C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([OH:10])=[O:9])[C:1]1[CH:18]=[CH:17][CH:16]=[CH:21][CH:2]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 11575IodobenzeneHCID 592170Methyl 3-acetamidobenzoate

Product 1

HCID 128503413-Anilinobenzoic acid

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 6375NitromethaneSolvent

Procedure

In accordance with the method described in Zhur. Obshchei Khim 30, 2693 (1960), methyl 3-acetylaminobenzoate was reacted with iodo benzene in nitromethane in the presence of potassium carbonate and active copper powder to yield 3-anilinobenzoic acid and the intended product was obtained by the following steps. ##STR254##

Sources & evidence

ORD record
ord-89069c65bd7b4545af2b742f404f2ec5
Source dataset
uspto-grants-1984_07
Patent number
US04457940

Reaction notes

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