Hydrogen Bromide → Ethanone, 2,2-dibromo-1-(3-pyridinyl)-, hydrobromide

HRID 480400

Reaction equation

HRID 480400 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[BrH:10].[Br:11]Br>O>[BrH:10].[Br:10][CH:2]([Br:11])[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)=[O:3]

Participants

5

Conditions

Temperature
57.5 °C

Procedure

3-Acetylpyridine (50 g, 0.41 mol), 47% aqueous HBr solution (106.6 g, 1.5 equivalent amount relative to 3-acetylpyridine) and water (80 ml) were charged in a reaction vessel and the mixture was stirred at 55-60° C. Bromine (135.2 g, 2.05 equivalent amount relative to 3-acetylpyridine) was added dropwise and the mixture was stirred for one more hour. The mixture was cooled to 5° C. under ice-cooling, and filtered to give 146.7 g of the titled compound as crystals (yield 99.0%).

Workup

  1. stirringthe mixture was stirred for one more hour
  2. temperatureThe mixture was cooled to 5° C. under ice-
  3. temperaturecooling
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3fe0c8d5b9e848c1b32e4410b9de3219
Source dataset
uspto-grants-2003_11
Patent number
US06649768B1

Linked notes

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