Pyridine → HCID 21542801, compound

HRID 1606400

Reaction equation

HRID 1606400 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.[Cl:20][C:21]1[C:26]([C:27](Cl)=[O:28])=[C:25]([Cl:30])[C:24]([Cl:31])=[C:23]([Cl:32])[C:22]=1[Cl:33]>C1C=CC=CC=1>[Cl:20][C:21]1[C:26]([C:27]([N:7]2[C:8](=[O:9])[CH:3]3[CH:2]([Br:1])[CH:12]([Br:13])[CH2:11][CH2:10][CH:4]3[C:5]2=[O:6])=[O:28])=[C:25]([Cl:30])[C:24]([Cl:31])=[C:23]([Cl:32])[C:22]=1[Cl:33]

Participants

5

Reactant 3

HCID 1049PyridineHCID 1812012Pentachlorobenzoyl chlorideHCID 215427963,4-Dibromohexahydrophthalimide

Product 1

HCID 21542801HCID 21542801, 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. Pentachlorobenzoyl 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-(pentachlorobenzoyl)-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-4147976ea91b4fe4bf352f1d59806c08
Source dataset
uspto-grants-1976_04
Patent number
US03953397

Linked notes

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