Thionyl Chloride → 2-Chloropyridine-4-carbonyl chloride

HRID 337500Notes

Reaction equation

HRID 337500 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5](O)=[O:6].S(Cl)([Cl:13])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([Cl:13])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2369852-Chloroisonicotinic acid

Product 1

HCID 28000032-Chloropyridine-4-carbonyl chloride

Procedure

2-Chloroisonicotinic acid (707 mg, 4.49 mmol) was suspended in thionyl chloride (10 mL), followed by stirring under heating and reflux for 7 hours. The reaction mixture was concentrated under reduced pressure to afford 2-chloroisonicotinoyl chloride.

Workup

  1. temperatureunder heating
  2. temperaturereflux for 7 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c69b9e9e7ea14f9aab6315b8684d8180
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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