Tetrachlorophthalic anhydride → 3,4,5,6-Tetrachlorophthalimide
Reaction equation
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([Cl:14])[C:10]([Cl:15])=[C:4]2[C:5]([O:7][C:8](=O)[C:3]=12)=[O:6].[OH-].[NH4+:17]>>[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([Cl:14])[C:10]([Cl:15])=[C:4]2[C:5]([NH:17][C:8](=[O:7])[C:3]=12)=[O:6]Participants
3
Procedure
3,4,5,6-Tetrachlorophthalic anhydride (0.30 mole) is charged into a glass reaction vessel. Concentrated ammonium hydroxide (280 ml) is incrementally added at room temperature with stirring. After the addition is completed the reaction slurry is heated with stirring for a period sufficient to evaporate most of the water present in the reaction mixture. The remaining solid is then dried in a forced air oven and is recrystallized. The recrystallized product is washed with acetone, filtered and dried to yield the desired product 3,4,5,6-tetrachlorophthalimide.
Workup
- additionAfter the addition
- temperatureis heated
- stirringwith stirring for a period sufficient
- custom