Phthalonitrile → HCID 178506417, compound

HRID 2120927Notes

Reaction equation

HRID 2120927 reaction equation
[C:1](#[N:10])[C:2]1[C:3](=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:4]#[N:5].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.[Fe:18](Cl)Cl>C(OCC)(=O)C>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[N:5]=[C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1](=[N:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[NH:10]1.[Fe+2:18]

Participants

5

Reactant 3

HCID 7042PhthalonitrileHCID 104392-AminopyridineHCID 24458Ferrous Chloride

Product 1

HCID 178506417HCID 178506417, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 100-mL round-bottom flask equipped with a nitrogen inlet and an internal fritted-glass filter is charged with phthalonitrile (2.56 g, 20.0 mmol) and ethyl acetate (50 mL). 2-Aminopyridine (3.77 g, 40.0 mmol, 2.1 eq.) and iron(II) chloride (2.54 g, 20.0 mmol) are added to the flask, and the mixture is stirred under nitrogen at room temperature for 1 h. The mixture is stirred at room temperature for 120 h, yielding a white precipitate.

Workup

  1. customA 100-mL round-bottom flask equipped with a nitrogen inlet
  2. filtrationan internal fritted-glass filter
  3. stirringThe mixture is stirred at room temperature for 120 h
  4. customyielding a white precipitate

Sources & evidence

ORD record
ord-07478a61da0c42fe8cd7cd35afd0828a
Source dataset
uspto-grants-2004_02
Patent number
US06693154B2

Reaction notes

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