Oxalyl chloride → 2-Chloronicotinoyl chloride

HRID 2390932Notes

Reaction equation

HRID 2390932 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:14])=O>>[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:14])=[O:5]

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 762582-Chloronicotinic acid

Product 1

HCID 27745412-Chloronicotinoyl chlorideYield 98%

Procedure

2-Chloronicotinic acid (317 mmol) was diluted with oxalyl chloride (130 mL) and the resulting solution was heated at reflux for 18 h. The volatiles were removed by evaporation to provide 2-chloronicotinoyl chloride in 98% yield as a white solid.

Workup

  1. temperaturethe resulting solution was heated
  2. temperatureat reflux for 18 h
  3. customThe volatiles were removed by evaporation

Sources & evidence

ORD record
ord-53ac13aba75640c28b9961d85b68a664
Source dataset
uspto-grants-2012_09
Patent number
US08273891B2

Reaction notes

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