Chlorine → 3-Chloro-5-(trifluoromethyl)pyridin-2-ol
Reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6](=[O:9])[NH:7][CH:8]=1.[Cl:12]Cl>C(Cl)(Cl)Cl>[Cl:12][C:5]1[C:6](=[O:9])[NH:7][CH:8]=[C:3]([C:2]([F:1])([F:10])[F:11])[CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
[A] 0.2 g of 5-trifluoromethyl-2-pyridone was dissolved in 20 ml of chloroform, and chlorine gas was pressed through the solution at 50° C. for 1 hour while stirring. After completion of the reaction, the chloroform was distilled off, and recrystallization was performed from a mixed solvent of toluene and n-hexane to obtain 0.15 g of the titled compound having a melting point of 144° to 147° C. The recrystallization was further repeated to obtain 0.09 g of the titled compound having a melting point of 165° to 166° C.
Workup
- customAfter completion of the reaction
- distillationthe chloroform was distilled off
- customrecrystallization
Sources & evidence
- ORD record
- ord-3d65025180d541d09500a4a4ae4da374
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04546191
Reaction notes
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