Bromine → 3-Bromo-5-(trifluoromethyl)pyridin-2(1H)-one

HRID 464129

Reaction equation

HRID 464129 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.[Br:12]Br>C(O)(=O)C>[Br:12][C:5]1[C:6](=[O:9])[NH:7][CH:8]=[C:3]([C:2]([F:1])([F:10])[F:11])[CH:4]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 1474432-Hydroxy-5-(trifluoromethyl)pyridine

Product 1

HCID 134917753-Bromo-5-(trifluoromethyl)pyridin-2(1H)-oneYield 75.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.4 g of 5-trifluoromethyl-2-pyridone was dissolved in 10 ml of acetic acid, and 0.4 g of bromine was added to the solution which was subsequently reacted for 4 hours while stirring. After completion of the reaction, the acetic acid was distilled off, and recrystallization was carried out from a mixed solvent of methylene chloride and n-hexane to obtain 0.45 g of the titled compound having a melting point of 162° to 165° C.

Workup

  1. customwas subsequently reacted for 4 hours
  2. customAfter completion of the reaction
  3. distillationthe acetic acid was distilled off
  4. customrecrystallization

Sources & evidence

ORD record
ord-e3812815ec9d471faee9967cbaf14091
Source dataset
uspto-grants-1985_10
Patent number
US04546191

Linked notes

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