Thionyl Chloride → 2-Formyl-5-chloromethylpyridine hydrochloride

HRID 461078Notes

Reaction equation

HRID 461078 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9]O)=[CH:5][N:4]=1)=[O:2].S(Cl)([Cl:13])=O>O1CCCC1>[ClH:13].[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][Cl:13])=[CH:5][N:4]=1)=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 135185625-(Hydroxymethyl)pyridine-2-carboxaldehyde

Product 1

HCID 202639642-Formyl-5-chloromethylpyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Formyl-5-hydroxymethylpyridine (0.1 mole) in 100 ml. of tetrahydrofuran is treated with 0.11 mole of thionyl chloride, and the mixture is refluxed 3 hours. The product, 2-formyl-5-chloromethylpyridine hydrochloride is collected by filtration from the cooled reaction mixture.

Workup

  1. temperaturethe mixture is refluxed 3 hours
  2. filtrationThe product, 2-formyl-5-chloromethylpyridine hydrochloride is collected by filtration from the cooled reaction mixture

Sources & evidence

ORD record
ord-d53b163ebcd44d2daadb374a07d3ec8a
Source dataset
uspto-grants-1977_12
Patent number
US04061759

Reaction notes

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