Thionyl Chloride → 2-Fluoropyridine-3-carbonyl chloride

HRID 557377Notes

Reaction equation

HRID 557377 reaction equation
[F:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[CH:4][N:3]=1.O=S(Cl)[Cl:13]>>[F:1][C:2]1[C:7]([C:8]([Cl:13])=[O:10])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 960892-Fluoronicotinic acid

Product 1

HCID 219595822-Fluoropyridine-3-carbonyl chloride

Procedure

2-Fluoropyridine-3-carboxylic acid (7 g, Step C) was suspended in SOCl2 (100 mL). After heating under reflux for 2 h, the mixture became homogeneous. Excess SOCl2 was removed in vacuo to afford a brown solid as desired product.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 2 h
  3. customExcess SOCl2 was removed in vacuo

Sources & evidence

ORD record
ord-acc4efc828314bd2aef4314afabc7682
Source dataset
uspto-grants-2011_11
Patent number
US08058445B2

Reaction notes

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