Chlorine → 2-Chloro-5-(chloromethyl)pyridine

HRID 1614692Notes

Reaction equation

HRID 1614692 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[Cl:9]Cl>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Cl:9])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24526ChlorineHCID 5813932-Chloro-5-methyl-pyridine

Product 1

HCID 1554792-Chloro-5-(chloromethyl)pyridineYield 69%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1 Mol of 2-chloro-5-methylpyridine and 128 g of acetonitrile are heated to reflux. The mixture is irradiated with UV light and chlorine gas is introduced in a slight excess. The reaction is terminated as soon as 0.37 mol of product has been formed. 0.46 Mol of starting material is simultaneously recovered. Based on the reacted starting material, a yield of 69% results.

Workup

  1. additionis introduced in a slight excess
  2. customhas been formed
  3. customa yield of 69% results

Sources & evidence

ORD record
ord-bec3b7966f6848f8a9ef96e2708d32b3
Source dataset
uspto-grants-1993_03
Patent number
US05198549

Reaction notes

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