Meclofenamic acid → Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, methyl ester

HRID 1195871Notes

Reaction equation

HRID 1195871 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14].[C:20](Cl)(=O)C(Cl)=O>CO>[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([O:15][CH3:20])=[O:14]

Participants

4

Reactant 2

HCID 4037Meclofenamic acidHCID 65578Oxalyl chloride

Product 1

HCID 76743Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, methyl esterYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[(2,6-Dichloro-3-methylphenyl)amino]benzoic acid is reacted with oxalyl chloride and methanol according to the procedure of Example 25 to give 2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid, methyl ester in 89% yield; mp 132°-134° C.

Sources & evidence

ORD record
ord-0ba8f9a350d940f9af800d6175ad2b3a
Source dataset
uspto-grants-1992_05
Patent number
US05112846

Reaction notes

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