3-Chloro-2-iodo-5-nitropyridine → 3-Chloro-5-nitropicolinonitrile

HRID 1454487Notes

Reaction equation

HRID 1454487 reaction equation
[Cu]([C:4]#[N:5])C#N.[Cl:6][C:7]1[C:8](I)=[N:9][CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1>C(#N)C>[Cl:6][C:7]1[C:8]([C:4]#[N:5])=[N:9][CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1

Participants

4

Reactant 2

HCID 369954523-Chloro-2-iodo-5-nitropyridineHCID 178418260HCID 178418260, compound

Product 1

HCID 218754953-Chloro-5-nitropicolinonitrileYield 94.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of copper cyanide (7 g) and 3-chloro-2-iodo-5-nitro-pyridine (7 g) in acetonitrile (200 mL) was heated to 80° C. within 1 hour and stirred at 80° C. for 5 hours. The solvent was evaporated and the residue was filtered in ethyl acetate over silicon dioxide gave 3-chloro-2-cyano-5-nitro-pyridine (4.26 g).

Workup

  1. customThe solvent was evaporated
  2. filtrationthe residue was filtered in ethyl acetate over silicon dioxide

Sources & evidence

ORD record
ord-1f2398e8bd4c40ddab2f2816887785cc
Source dataset
uspto-grants-2009_01
Patent number
US07479502B2

Reaction notes

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