Bromine → HCID 14856077, compound

HRID 1032848Notes

Reaction equation

HRID 1032848 reaction equation
[O:1]=[C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][NH:5][C:4]([CH:16]=[O:17])=[CH:3]1.[Br:18]Br>CC(O)=O>[Br:18][C:3]1[C:2](=[O:1])[C:7]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][NH:5][C:4]=1[CH:16]=[O:17]

Participants

4

Reactant 2

HCID 24408BromineHCID 5140306HCID 5140306, compound

Product 1

HCID 14856077HCID 14856077, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.62 g of 1,4-dihydro-4-oxo-5-(phenylmethoxy)-2-pyridine carboxaldehyde and 0.83 g NaAc were dissolved in 50 ml AcOH and 2 g Br2 were dropped in while stirring at room temperature. After 2 hours the solvent was distilled off and the residue stirred with 50 ml ice water. A precipitate of crude title compound was obtained. Isolation by filtration, washing with water and recrystallization from diozane yielded 2.61 g title compound.

Workup

  1. distillationAfter 2 hours the solvent was distilled off
  2. stirringthe residue stirred with 50 ml ice water
  3. customA precipitate of crude title compound was obtained
  4. filtrationIsolation by filtration
  5. washwashing with water and recrystallization from diozane

Sources & evidence

ORD record
ord-23907485a2f64d3ba5255ac3d9a1c579
Source dataset
uspto-grants-1990_09
Patent number
US04959470

Reaction notes

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