Phthalimide → HCID 178506417, compound
Reaction equation
[C:1]1(=O)[NH:5][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1.[Fe:19](Cl)Cl>C(OCC)(=O)C>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[N:12]=[C:4]1[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1](=[N:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[NH:5]1.[Fe+2:19]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A 100-mL round-bottom flask equipped with a nitrogen inlet and an internal fritted-glass filter is charged with phthalimide (2.94 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
- customA 100-mL round-bottom flask equipped with a nitrogen inlet
- filtrationan internal fritted-glass filter
- stirringThe mixture is stirred at room temperature for 120 h
- customyielding a white precipitate
Sources & evidence
- ORD record
- ord-202405715b29417bade115d45c5faff3
- Source dataset
- uspto-grants-2004_02
- Patent number
- US06693154B2
Reaction notes
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