Bromine → 2-Bromo-1-(5-chloropyridin-2-yl)ethan-1-one--hydrogen bromide (1/1)

HRID 54511

Reaction equation

HRID 54511 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][N:5]=1)(=[O:3])[CH3:2].[Br:11]Br>Br>[BrH:11].[Br:11][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][N:5]=1)=[O:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 101541661-(5-Chloropyridin-2-yl)ethan-1-one

Product 1

HCID 199594142-Bromo-1-(5-chloropyridin-2-yl)ethan-1-one--hydrogen bromide (1/1)

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent2×

Procedure

To a solution of 10 g of 2-acetyl-5-chloropyridine in 150 ml of 48% aqueous hydrobromic acid are added 4 ml of bromine dissolved in 40 ml of hydrobromic acid, with stirring, drop by drop, at 80°. The mixture is stirred for additionally 3 hours at 80°. Afterwards the solution is evaporated in vacuo. The residue is triturated with acetone, filtered by suction, washed with acetone and dried in vacuo to yield yellow crystals of the compound, which is used for the next step without purification.

Workup

  1. customat 80°
  2. stirringThe mixture is stirred for additionally 3 hours at 80°
  3. customAfterwards the solution is evaporated in vacuo
  4. customThe residue is triturated with acetone
  5. filtrationfiltered by suction
  6. washwashed with acetone
  7. customdried in vacuo
  8. customto yield yellow crystals of the compound, which
  9. customis used for the next step without purification

Sources & evidence

ORD record
ord-ffec2a69c7414369a7fcdc2f76a7b02f
Source dataset
uspto-grants-1997_04
Patent number
US05622982

Linked notes

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