Urea → 1,3(2H,4H)-isoquinolinedione

HRID 432670

반응식

HRID 432670 반응식
[C:1]([OH:13])(=O)[CH2:2][C:3]1[C:4](=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:5](O)=[O:6].[NH2:14]C(N)=O>CO>[C:1]1(=[O:13])[NH:14][C:5](=[O:6])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1

참가 물질

4

반응물 2

HCID 1176UreaHCID 66643Homophthalic acid

생성물 1

HCID 3494351,3(2H,4H)-isoquinolinedione수율 34.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
180 °C

실험 절차

A mixture of homophthalic acid (200 g, 1.09 mol) and urea (80 g, 1.31 mol) was ground to a fine powder then heated at 175-185° C. until it had melted then resolidified. The mixture was cooled to ambient temperature, methanol (500 ml) was added, then the mixture was heated under reflux for 20 minutes, filtered, and allowed to cool to ambient temperature. The resulting solid was collected by filtration, washed with methanol and dried in vacuo to give homophthalimide (60 g, 34%) as a solid; m.pt. 235-240° C.; δH 4.0 (2H, s), 7.3-7.75 (3H, m), 8.10 (1H, d), 11.20 (1H, br s).

후처리

  1. temperatureThe mixture was cooled to ambient temperature
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 20 minutes
  4. filtrationfiltered
  5. temperatureto cool to ambient temperature
  6. filtrationThe resulting solid was collected by filtration
  7. washwashed with methanol
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-08508139bc56446fa9125aeb8ce2c57e
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664269B2

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