Urea → 1,3(2H,4H)-isoquinolinedione

HRID 1251104Notes

Reaction equation

HRID 1251104 reaction equation
[C:1]1(=O)[O:7][C:5](=[O:6])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1.[NH2:13]C(N)=O>O>[C:1]1(=[O:7])[NH:13][C:5](=[O:6])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1

Participants

4

Reactant 2

HCID 1176UreaHCID 12801Homophthalic anhydride

Product 1

HCID 3494351,3(2H,4H)-isoquinolinedioneYield 52.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Homophthalic anhydride (20 g) and urea (60 g) were reacted at 170° C. for 1 hr. The reaction mixture was cooled, water (500 ml) was added thereto, and then the resulting precipitates were collected by filtration. The precipitate were washed with water and dried in hot air, to give 10.5 g of homophthalimide as a white powder.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe resulting precipitates
  3. filtrationwere collected by filtration
  4. washThe precipitate were washed with water
  5. customdried in hot air

Sources & evidence

ORD record
ord-fb0b4e2316e646e695f55985d297d567
Source dataset
uspto-grants-2002_01
Patent number
US06340759B1

Reaction notes

Loading…