2-(Trifluoromethyl)aniline → N-[2-(Trifluoromethyl)phenyl]benzamide

HRID 2419827Notes

Reaction equation

HRID 2419827 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C>CC(C)=O>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 69222-(Trifluoromethyl)anilineHCID 7412Benzoyl chlorideHCID 8471Triethylamine

Product 1

HCID 137262N-[2-(Trifluoromethyl)phenyl]benzamideYield 62.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Using the procedure of Step A of Example 6, 40.28 g of o-trifluoromethyl aniline and 35.14 g of benzoyl chloride were reacted in the presence of 25.3 g of triethylamine in 400 ml of acetone to obtain 41.45 g of N-(2-trifluoromethylphenyl)-benzamide melting at 146° C which was used as is for the next step.

Sources & evidence

ORD record
ord-01181043086a44bebb0854eef7338873
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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