2-Carbamoyl-4,5-difluorobenzoic acid → 5,6-Difluoroisoindoline-1,3-dione

HRID 1758566Notes

Reaction equation

HRID 1758566 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:12]([NH2:14])=[O:13])[C:5](=[CH:9][C:10]=1[F:11])[C:6]([OH:8])=O>C1(C)C=CC=CC=1>[F:11][C:10]1[CH:9]=[C:5]2[C:6](=[O:8])[NH:14][C:12](=[O:13])[C:4]2=[CH:3][C:2]=1[F:1]

Participants

3

Reactant 1

HCID 147740022-Carbamoyl-4,5-difluorobenzoic acid

Product 1

HCID 148182125,6-Difluoroisoindoline-1,3-dione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

One part of the 4,5-difluorophthalamic acid was heated to 170° C. for a period of 30 minutes, then cooled, dissolved in toluene and crystallized therefrom. The crystalline product was separated by filtration to yield 0.56 parts of 4,5-difluorophthalimide, having a melting range of 154°-156° C. The structure was confirmed by C13 nuclear magnetic resonance analysis.

Workup

  1. temperaturecooled
  2. customcrystallized
  3. customThe crystalline product was separated by filtration

Sources & evidence

ORD record
ord-4b5b4bda37f64769bbe84c5238daece4
Source dataset
uspto-grants-1983_02
Patent number
US04374266

Reaction notes

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