Formamide → 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.C([NH2:15])=O>>[F:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:11][CH:12]=1)[C:6](=[O:7])[NH:15][C:9]2=[O:8]Participants
3
Conditions
- Temperature
- 200 °C
Procedure
A mixture of 144 mmol 4-fluorophthalic anhydride and 1.16 mol formamide was heated at 200° C. for 2 h. The reaction mixture was poured onto ice-water and the resulting crystals collected by filtration and dried in vacuo to afford the title compound as a yellow solid (100% yield). MS (m/e): 164.4 ([M−H]−, 100%).
Workup
- additionThe reaction mixture was poured onto ice-water
- filtrationthe resulting crystals collected by filtration
- customdried in vacuo
Sources & evidence
- ORD record
- ord-4d1aa1d4c0e743ae80a7cbddc416b708
- Source dataset
- uspto-grants-2009_07
- Patent number
- US07557114B2
Reaction notes
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