Urea → 1,3(2H,4H)-isoquinolinedione

HRID 432670

反応式

HRID 432670 の反応式
[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

参加物

4

反応物 2

HCID 1176UreaHCID 66643Homophthalic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
180 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-08508139bc56446fa9125aeb8ce2c57e
出典データセット
uspto-grants-2003_12
特許番号
US06664269B2

関連ノート

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