Benzenamine, 3,5-bis(trifluoromethyl)- → N1,N3-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxyisophthalamide

HRID 421073

Reaction equation

HRID 421073 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[C:11]([OH:13])=O.[F:14][C:15]([F:28])([F:27])[C:16]1[CH:17]=[C:18]([CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1)[NH2:19].P(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[F:14][C:15]([F:27])([F:28])[C:16]1[CH:17]=[C:18]([NH:19][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([OH:1])=[C:3]([C:11]([NH:19][C:18]3[CH:20]=[C:21]([C:23]([F:24])([F:25])[F:26])[CH:22]=[C:16]([C:15]([F:14])([F:27])[F:28])[CH:17]=3)=[O:13])[CH:4]=2)[CH:20]=[C:21]([C:23]([F:24])([F:25])[F:26])[CH:22]=1

Participants

5

Reactant 3

HCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 124904-Hydroxyisophthalic acidHCID 24387Phosphorus trichloride

Product 1

HCID 86595535N1,N3-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxyisophthalamideYield 25%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Using 4-hydroxyisophthalic acid (182 mg, 1 mmol), 3,5-bis(trifluoromethyl)-aniline (687 mg, 3 mmol), phosphorus trichloride (87 μl; 1 mmol) and toluene (10 mL), the same operation as the example 16 gave the title compound (151 mg, 25.0%) as a white crystal.

Sources & evidence

ORD record
ord-a2d473b40ca34d3aabb73d88d0911467
Source dataset
uspto-grants-2012_01
Patent number
US08097759B2

Linked notes

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