Thionyl Chloride → 5-Bromonicotinoyl chloride

HRID 13768

Reaction equation

HRID 13768 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:13])=O>>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([Cl:13])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 887075-Bromonicotinic acid

Product 1

HCID 27812235-Bromonicotinoyl chloride

Procedure

To 5.00 g of 5-bromonicotinic acid, 74 ml of thionyl chloride was added and the mixture was heated at reflux for 6 hours. After the solvent was distilled off under reduced pressure, the crystal was washed with diisopropyl ether and collected by filtration to obtain 4.09 g of the objective compound as colorless crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 6 hours
  3. distillationAfter the solvent was distilled off under reduced pressure
  4. washthe crystal was washed with diisopropyl ether
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-13b18ee5ae764080a25434c0db579b45
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Linked notes

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