Water → HCID 23084571, compound

HRID 2111620Notes

Reaction equation

HRID 2111620 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=O)[C:5]2=[CH:11][C:12]=1[CH3:13].[F:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1.O>CN(C)C=O>[CH3:13][C:12]1[CH:11]=[C:5]2[C:4](=[CH:3][C:2]=1[CH3:1])[C:9](=[O:10])[N:19]([C:18]1[CH:20]=[CH:21][C:15]([F:14])=[CH:16][CH:17]=1)[C:6]2=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 97314-FluoroanilineHCID 2266445,6-Dimethyl-2-benzofuran-1,3-dione

Product 1

HCID 23084571HCID 23084571, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4,5-dimethylphthalic anhydride (1.7 g, 9.6 mmol) and 4-fluoroaniline (1.1 g, 9.6 mmol) were stirred with heating in dimethylformamide at 150° C. for 1 hr. After cooling, water was added to the reaction mixture, and the precipitated crystals were collected by filtration, washed with water, and dried. The resulting crystals were purified by silica gel chromatography (chloroform) to give 2.0 g of 5,6-dimethyl-2-(4-fluorophenyl)isoindolin-1,3-dione.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated crystals were collected by filtration
  3. washwashed with water
  4. customdried
  5. customThe resulting crystals were purified by silica gel chromatography (chloroform)

Sources & evidence

ORD record
ord-484d6eb458ea4ef5b63ae0434ec20111
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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