Bromine → HCID 14856077, compound

HRID 974274Notes

Reaction equation

HRID 974274 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-ddd76a42e08645038c3331d7edebde9d
Source dataset
uspto-grants-1991_11
Patent number
US05068331

Reaction notes

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