Chlorine → N-Chlorophthalimide

HRID 2082702Notes

Reaction equation

HRID 2082702 reaction equation
[Cl:1]Cl.[C:3]1(=[O:13])[NH:7][C:6](=[O:8])[C:5]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:4]12.[K]>C(Cl)(Cl)(Cl)Cl>[Cl:1][N:7]1[C:3](=[O:13])[C:4]2=[CH:12][CH:11]=[CH:10][CH:9]=[C:5]2[C:6]1=[O:8]

Participants

4

Reactant 2

HCID 24526ChlorineHCID 24194345Phthalimide potassium salt

Product 1

HCID 18997N-ChlorophthalimideYield 94%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To 100 ml. of carbon tetrachloride saturated with chlorine at 0° C. to 5° C. were added 5 grams (27 mmoles) of potassium phthalimide. The resulting yellow-green suspension was allowed to warm to room temperature and then was stirred for 60-90 minutes. The solvent then was removed in vacuo, and about 100 ml. of water were added to the resulting white solid. The mixture was filtered, and the collected solid was washed with water and vacuum dried to obtain 4.6 grams (94% yield) of N-chlorophthalimide.

Workup

  1. customThe solvent then was removed in vacuo, and about 100 ml
  2. additionof water were added to the resulting white solid
  3. filtrationThe mixture was filtered
  4. washthe collected solid was washed with water and vacuum
  5. customdried

Sources & evidence

ORD record
ord-519e945bc7af44e29584949b83c70c9a
Source dataset
uspto-grants-1978_04
Patent number
US04082766

Reaction notes

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