Picolinic acid → Picolinoyl Chloride Hydrochloride

HRID 248017Notes

Reaction equation

HRID 248017 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.C(Cl)(=O)C([Cl:13])=O>CN(C)C=O.C(Cl)Cl>[ClH:13].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([Cl:13])=[O:9]

Participants

5

Reactant 2

HCID 1018Picolinic acidHCID 65578Oxalyl chloride

Product 1

HCID 135033Picolinoyl Chloride Hydrochloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 20 g of picolinic acid, 200 ml of methylene chloride and 5 drops of dimethylformamide is added, dropwise, 30.93 g of oxalyl chloride. The reaction is stirred at room temperature for 18 hours and concentrated in vacuo to give the desired product as a black crystalline material.

Workup

  1. additionis added
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1804d20d4e6a492594eb1ba483f9df95
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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