Benzoyl chloride → 3-Benzoylamino-4-methyl-benzotrifluoride

HRID 1360836

Reaction equation

HRID 1360836 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:12]=[C:13]([C:18]([F:21])([F:20])[F:19])[CH:14]=[CH:15][C:16]=1[CH3:17]>N1C=CC=CC=1>[C:1]([NH:10][C:11]1[CH:12]=[C:13]([C:18]([F:19])([F:20])[F:21])[CH:14]=[CH:15][C:16]=1[CH3:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 27359332-Methyl-5-(trifluoromethyl)aniline

Product 1

HCID 579513963-Benzoylamino-4-methyl-benzotrifluorideYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Under ice-cooling, 4.0 ml (34.5 mmol) of benzoyl chloride was added dropwise to a mixture of 4.97 g (28.8 mmol) of 3-amino-4-methyl-benzotrifluoride and 10 ml of pyridine. After stirring the mixture at room temperature for 1 hour, the solvent was removed under reduced pressure, and water was added to the residue. The precipitated solid was collected by filtration and then washed with water and a 50% aqueous methanol solution to give 8.04 g of 3-benzoylamino-4-methyl-benzotrifluoride.

Workup

  1. temperatureUnder ice-cooling
  2. customthe solvent was removed under reduced pressure, and water
  3. additionwas added to the residue
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-2171ad41a7da4a56b150ef7b2cbb3795
Source dataset
uspto-grants-2011_02
Patent number
US07879887B2

Linked notes

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