Thionyl Chloride → Methyl 3-(chlorocarbonyl)pyridine-2-carboxylate

HRID 2372221Notes

Reaction equation

HRID 2372221 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])=[O:4].S(Cl)([Cl:16])=O>>[CH3:1][O:2][C:3]([C:5]1[N:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([Cl:16])=[O:8])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 98626Quinolinic acid, 2-methyl ester

Product 1

HCID 13239660Methyl 3-(chlorocarbonyl)pyridine-2-carboxylate

Procedure

A mixture of 2-methoxycarbonylnicotinic acid (4.0 g) and thionyl chloride (30 ml) is heated under reflux until homogeneous. The remaining thionyl chloride is distilled off in vacuo to give 2-methoxycarbonylnicotinoyl chloride.

Workup

  1. temperatureis heated
  2. temperatureunder reflux until homogeneous
  3. distillationThe remaining thionyl chloride is distilled off in vacuo

Sources & evidence

ORD record
ord-0893ef6b3df44f80bfd0ac00a4001767
Source dataset
uspto-grants-1992_03
Patent number
US05098466

Reaction notes

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