3,4,5,6-Tetrabromophthalimide → N-(pentabromobenzoyl)-3,4,5,6-tetrabromophthalimide

HRID 1605208

Reaction equation

HRID 1605208 reaction equation
[K].[Br:2][C:3]1[C:13]([Br:14])=[C:12]([Br:15])[C:11]([Br:16])=[C:5]2[C:6]([NH:8][C:9](=[O:10])[C:4]=12)=[O:7].[Br:17][C:18]1[C:23]([C:24](Cl)=[O:25])=[C:22]([Br:27])[C:21]([Br:28])=[C:20]([Br:29])[C:19]=1[Br:30]>O1CCOCC1>[Br:17][C:18]1[C:23]([C:24]([N:8]2[C:9](=[O:10])[C:4]3=[C:3]([Br:2])[C:13]([Br:14])=[C:12]([Br:15])[C:11]([Br:16])=[C:5]3[C:6]2=[O:7])=[O:25])=[C:22]([Br:27])[C:21]([Br:28])=[C:20]([Br:29])[C:19]=1[Br:30]

Participants

5

Reactant 3

HCID 904903,4,5,6-TetrabromophthalimideHCID 5462222PotassiumHCID 23051734Pentabromobenzoyl chloride

Product 1

HCID 21546566N-(pentabromobenzoyl)-3,4,5,6-tetrabromophthalimide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The potassium salt of 3,4,5,6-tetrabromophthalimide (0.10 mole) and dioxane (1200 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. Pentabromobenzoyl chloride (0.10 mole) is then added dropwise, with stirring, to the reaction mixture at room temperature. After the addition is completed the reaction mixture is heated at reflux for a period of about 1 hour. After this time the reaction mixture is filtered and the filtrate is stripped of solvent to yield the desired product N-(pentabromobenzoyl)-3,4,5,6-tetrabromophthalimide.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionAfter the addition
  4. temperatureis heated
  5. temperatureat reflux for a period of about 1 hour
  6. filtrationAfter this time the reaction mixture is filtered

Sources & evidence

ORD record
ord-465ddfbfd0a14159b0eaae470ed265ad
Source dataset
uspto-grants-1976_04
Patent number
US03950307

Linked notes

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