Thionyl Chloride → 2-Chloropyridine-4-carbonyl chloride

HRID 1361853Notes

Reaction equation

HRID 1361853 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-691133f9543c438bae459ad49fd98588
Source dataset
uspto-grants-2011_02
Patent number
US07880013B2

Reaction notes

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