Chlorine → N-Chlorophthalimide

HRID 2082699Notes

Reaction equation

HRID 2082699 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.[Na]>C(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 66687793HCID 66687793, compound

Product 1

HCID 18997N-ChlorophthalimideYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

To 170 ml. of methylene chloride saturated with chlorine and maintained at 0° C. were added 8.3 grams (49 mmoles) of sodium phthalimide. The resulting mixture was warmed to 20° C. and was stirred for 1.5 hours. The resulting precipitated sodium chloride was removed by filtration, and the filtrate was evaporated to dryness to afford 8.0 grams (90% yield) of N-chlorophthalimide.

Workup

  1. customThe resulting precipitated sodium chloride
  2. customwas removed by filtration
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-73ca27420e2345cb84c35bdca3775fe5
Source dataset
uspto-grants-1978_04
Patent number
US04082766

Reaction notes

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