Tetrabromophthalic anhydride → 3,4,5,6-Tetrabromophthalimide

HRID 1605202Notes

Reaction equation

HRID 1605202 reaction equation
[Br:1][C:2]1[C:12]([Br:13])=[C:11]([Br:14])[C:10]([Br:15])=[C:4]2[C:5]([O:7][C:8](=O)[C:3]=12)=[O:6].[OH-].[NH4+:17]>O>[Br:1][C:2]1[C:12]([Br:13])=[C:11]([Br:14])[C:10]([Br:15])=[C:4]2[C:5]([NH:17][C:8](=[O:7])[C:3]=12)=[O:6]

Participants

4

Reactant 2

HCID 12443Tetrabromophthalic anhydrideHCID 14923Ammonium Hydroxide

Product 1

HCID 904903,4,5,6-Tetrabromophthalimide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3,4,5,6-Tetrabromophthalic anhydride (100 grams; 0.217 mole) was charged into a glass reaction vessel. Concentrated ammonium hydroxide (300 ml) was incrementally added at room temperature with stirring. After the addition was completed the reaction slurry was heated with stirring for a period of about 2 hours resulting in the evaporation of most of the water present and leaving a yellow powder. The powder was further dried in a forced air oven and was then recrystallized from benzyl alcohol. The crystalline product was then washed with acetone, filtered and dried to yield the desired product 3,4,5,6-tetrabromophthalimide.

Workup

  1. additionAfter the addition
  2. temperaturewas heated
  3. stirringwith stirring for a period of about 2 hours
  4. customleaving a yellow powder
  5. customThe powder was further dried in a forced air oven
  6. customwas then recrystallized from benzyl alcohol
  7. washThe crystalline product was then washed with acetone
  8. filtrationfiltered
  9. customdried

Sources & evidence

ORD record
ord-21cbe0773d7f454fa9dba6981a1d9457
Source dataset
uspto-grants-1976_04
Patent number
US03950307

Reaction notes

Loading…