Urea → 5-Fluoroisoindoline-1,3-dione
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[NH2:13]C(N)=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:11][CH:12]=1)[C:6](=[O:7])[NH:13][C:9]2=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 4-fluorophthalic anhydride (5.0 g, 30.10 mmol) in toluene (15 mL) is added urea (2.1 g). The reaction mixture is stirred at refluxed for 16 h. The reaction mixture is allowed to cool to room temperature, concentrated under reduced pressure and triturated with H2O (250 mL) to afford 5-fluoro-isoindole-1,3-dione (5.0 g, 100%) as a white solid.
Workup
- temperatureat refluxed for 16 h
- concentrationconcentrated under reduced pressure
- customtriturated with H2O (250 mL)
Sources & evidence
- ORD record
- ord-4fbb8245889046fba2c7849229bb340b
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08420655B2
Reaction notes
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