Thionyl Chloride → 6-Chloropyridine-3-carbonyl chloride--hydrogen chloride (1/1)

HRID 42557Notes

Reaction equation

HRID 42557 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][N:3]=1.O=S(Cl)[Cl:13]>>[ClH:1].[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[O:7])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 792226-Chloronicotinic acid

Product 1

HCID 185485896-Chloropyridine-3-carbonyl chloride--hydrogen chloride (1/1)Yield 93%

Procedure

A solution of 6-chloronicotinic acid (10.00 g, 63.5 mmol) in SOCl2 (37 mL) was heated to reflux for 2 h. The SOCl2 was evaporated to dryness, to afford 12.56 g of the desired product (yield: 93%).

Workup

  1. temperatureto reflux for 2 h
  2. customThe SOCl2 was evaporated to dryness

Sources & evidence

ORD record
ord-ca13c246ce1d4aa4be7ba99c5d23ee88
Source dataset
uspto-grants-2013_09
Patent number
US08536194B2

Reaction notes

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