Tetrachlorophthalic anhydride → 3,4,5,6-Tetrachlorophthalimide

HRID 1605203Notes

Reaction equation

HRID 1605203 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

Reactant 2

HCID 8326Tetrachlorophthalic anhydrideHCID 14923Ammonium Hydroxide

Product 1

HCID 740773,4,5,6-Tetrachlorophthalimide

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

  1. additionAfter the addition
  2. temperatureis heated
  3. stirringwith stirring for a period sufficient
  4. customto evaporate most of the water present in the reaction mixture
  5. customThe remaining solid is then dried in a forced air oven
  6. customis recrystallized
  7. washThe recrystallized product is washed with acetone
  8. filtrationfiltered
  9. customdried

Sources & evidence

ORD record
ord-bc4841129a1d43fd86696281a98984e2
Source dataset
uspto-grants-1976_04
Patent number
US03950307

Reaction notes

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