Pyridine → HCID 21542795, compound

HRID 1606405Notes

Reaction equation

HRID 1606405 reaction equation
[Br:1][CH:2]1[CH:12]([Br:13])[CH2:11][CH2:10][CH:4]2[C:5]([NH:7][C:8](=[O:9])[CH:3]12)=[O:6].N1C=CC=CC=1.[Br:20][C:21]1[C:29]([Br:30])=[C:28]([Br:31])[C:27]([Br:32])=[CH:26][C:22]=1[C:23](Cl)=[O:24]>C1C=CC=CC=1>[Br:20][C:21]1[C:29]([Br:30])=[C:28]([Br:31])[C:27]([Br:32])=[CH:26][C:22]=1[C:23]([N:7]1[C:8](=[O:9])[CH:3]2[CH:2]([Br:1])[CH:12]([Br:13])[CH2:11][CH2:10][CH:4]2[C:5]1=[O:6])=[O:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 21535275HCID 21535275, compoundHCID 215427963,4-Dibromohexahydrophthalimide

Product 1

HCID 21542795HCID 21542795, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3,4-Dibromohexahydrophthalimide (0.10 mole), benzene (300 ml) and pyridine (0.11 mole) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 2,3,4,5-Tetrabromobenzoyl chloride (0.10 mole) is then added dropwise to the flask with stirring at room temperature. After the addition is completed the reaction mixture is heated at reflux with continued stirring for a period of about 1 hour. After this time the reaction mixture is filtered and the filtrate is washed with water. The washed filtrate is then dried over anhydrous magnesium sulfate, filtered and stripped of solvent under reduced pressure to yield the desired product N-(2,3,4,5-tetrabromobenzoyl)-3,4-dibromohexahydrophthalimide.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionAfter the addition
  4. temperatureis heated
  5. temperatureat reflux
  6. stirringwith continued stirring for a period of about 1 hour
  7. filtrationAfter this time the reaction mixture is filtered
  8. washthe filtrate is washed with water
  9. dry with materialThe washed filtrate is then dried over anhydrous magnesium sulfate
  10. filtrationfiltered

Sources & evidence

ORD record
ord-aac4128687884ff8abe546051986a832
Source dataset
uspto-grants-1976_04
Patent number
US03953397

Reaction notes

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