Urea → 4-Methylphthalimide

HRID 1393688Notes

Reaction equation

HRID 1393688 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[NH2:13]C(N)=O>C1(C)C(C)=CC=CC=1>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:8])[NH:13][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 1176UreaHCID 880694-Methylphthalic anhydride

Product 1

HCID 51482694-MethylphthalimideYield 82%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
150 °C

Procedure

Xylene (15 ml) was added to 4-methylphthalic anhydride (3.0 g) and urea (1.2 g), and the mixture was stirred overnight at 150° C. The reaction mixture was cooled to room temperature, and precipitated crystals were collected by filtration and washed with ethanol and water. The crystals were dried under reduced pressure to give 4-methylphthalimide (2.4 g, Y.:82%) as white crystals.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customprecipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed with ethanol and water
  5. customThe crystals were dried under reduced pressure

Sources & evidence

ORD record
ord-9d9e7086411246e183f3eb9d1bb7ce61
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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