Sodium Iodide → 3-Amino-2-cyano-6-iodopyridine

HRID 1683681Notes

Reaction equation

HRID 1683681 reaction equation
[NH2:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[I-:11].[Na+]>CC(=O)CC>[NH2:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][C:5]([I:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 5927503-Amino-6-chloropyridine-2-carbonitrile

Product 1

HCID 190407853-Amino-2-cyano-6-iodopyridine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A stirred suspension of 12.0 grams (0.08 mole) of 3-amino-6-chloro2-cyanopyridine [prepared by the method of Colbry, Elslager, and Werbel; previously cited] and 26.9 grams (0.18 mole) of sodium iodide in 300 mL of n-butanone is heated at reflux for about 3 days. After this time, the reaction mixture is concentrated under reduced pressure to a residue. The residue is then stirred with about 50 mL of water. The resultant solid is collected by filtration and washed with water. The solid is dried, yielding 3-amino-2-cyano-6-iodopyridine.

Workup

  1. customprepared by the method of Colbry, Elslager, and Werbel
  2. temperatureis heated
  3. temperatureat reflux for about 3 days
  4. concentrationAfter this time, the reaction mixture is concentrated under reduced pressure to a residue
  5. filtrationThe resultant solid is collected by filtration
  6. washwashed with water
  7. customThe solid is dried

Sources & evidence

ORD record
ord-9782113405284a61bd9bb2ba6367459b
Source dataset
uspto-grants-1997_06
Patent number
US05639753

Reaction notes

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