Thionyl Chloride → 6-Chloronicotinoyl Chloride

HRID 623952Notes

Reaction equation

HRID 623952 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([Cl:13])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 792226-Chloronicotinic acid

Product 1

HCID 27821656-Chloronicotinoyl Chloride

Procedure

In a 250-mL round-bottom flask was placed a solution of 6-chloropyridine-3-carboxylic acid (15.8 g, 100 mmol) in thionyl chloride (100 mL). The resulting solution was heated at reflux for 5 hours and concentrated under vacuum to give the title compound as a yellow oil.

Workup

  1. customIn a 250-mL round-bottom flask was placed
  2. temperatureThe resulting solution was heated
  3. temperatureat reflux for 5 hours
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-edf04b1ed20b4d21a3cc6d5636372e7d
Source dataset
uspto-grants-2016_04
Patent number
US09303015B2

Reaction notes

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