Picolinic acid → Pyridine-2-carbonyl chloride

HRID 34949

Reaction equation

HRID 34949 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.S(Cl)([Cl:12])=O>C1(C)C=CC=CC=1.CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([Cl:12])=[O:9]

Participants

5

Reactant 2

HCID 1018Picolinic acidHCID 24386Thionyl Chloride

Product 1

HCID 135034Pyridine-2-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

10.0% of pyridine-2-carboxylic acid were suspended in 150 ml of toluene and the suspension was heated to reflux for 2 hours with 17.7 ml of thionyl chloride and 3 drops of dimethylformamide. Thereafter, the mixture was evaporated to dryness under reduced pressure, the residue was treated with toluene and again evaporated to dryness. There was obtained picolinic acid chloride as dark green crystals which were used directly in the next step.

Workup

  1. temperaturethe suspension was heated
  2. customThereafter, the mixture was evaporated to dryness under reduced pressure
  3. additionthe residue was treated with toluene
  4. customagain evaporated to dryness

Sources & evidence

ORD record
ord-0c9b8f17431e45df938f2c9f0e1931bb
Source dataset
uspto-grants-1988_08
Patent number
US04764522

Linked notes

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