2-(Trifluoromethyl)aniline → 2-phenyl-N-[2-(trifluoromethyl)phenyl]acetamide

HRID 2419831Notes

Reaction equation

HRID 2419831 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]1([CH2:18][C:19](Cl)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>C1C=CC=CC=1>[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:19](=[O:20])[CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 69222-(Trifluoromethyl)anilineHCID 7679Phenylacetyl chlorideHCID 8471Triethylamine

Product 1

HCID 6688542-phenyl-N-[2-(trifluoromethyl)phenyl]acetamideYield 42.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Using the procedure of Step A of Example 6, 40.28 g of o-trifluoromethyl aniline and 42.5 g of phenylacetyl chloride were reacted in the presence of 27.83 g of triethylamine in 400 ml of benzene to obtain 29.85 g of N-(2-trifluoromethylphenyl)-benzeneacetamide melting at 104° C after crystallization from hexane which was used as is for the next step.

Sources & evidence

ORD record
ord-98f8229eec2845f2b2b3c4a9dbf5db11
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

Loading…