Ammonia → 2-Methyl-4-(trifluoromethoxy)benzamide
Reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)(Cl)=O.[NH3:20]>CN(C=O)C>[CH3:1][C:2]1[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:20])=[O:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
795 mg (3.61 mmol) of 2-methyl-4-(trifluoromethoxy)benzoic acid are heated under reflux with 4 ml (54.8 mmol) of thionyl chloride and one drop of DMF for 30 minutes. After cooling, the reaction solution is slowly added dropwise into an ice-cooled concentrated aqueous ammonia solution. The resulting precipitate is collected by suction filtration, taken up in 30 ml of water and stirred at 60° C. for 1 h. The mixture is allowed to cool and the solid is collected by filtration and dried in vacuo. Yield: 562 mg (71% of theory).
Workup
- temperatureAfter cooling
- filtrationThe resulting precipitate is collected by suction filtration
- temperatureto cool
- filtrationthe solid is collected by filtration
- customdried in vacuo
Sources & evidence
- ORD record
- ord-43dde2d096924d03a58437ed6acd3ef0
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07569563B2
Reaction notes
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