2,6-Dimethylaniline → 1,3(2H,4H)-Isoquinolinedione, 2-(2,6-dimethylphenyl)-

HRID 1058085ノート

反応式

HRID 1058085 の反応式
[C:1]1(=[O:12])[O:7][C:5](=O)[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1.[CH3:13][C:14]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:15]=1[NH2:16]>C(OCC)(=O)C>[CH3:13][C:14]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:15]=1[N:16]1[C:5](=[O:7])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2][C:1]1=[O:12]

参加物

4

反応物 2

HCID 68962,6-DimethylanilineHCID 12801Homophthalic anhydride

生成物 1

HCID 1827511,3(2H,4H)-Isoquinolinedione, 2-(2,6-dimethylphenyl)-収率 68%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

0.67 g (4.13 mmol) of homophthalic anhydride and 0.4 g (3.30 mmol) of 2,6-dimethylaniline were mixed, and melted at a temperature of 200° C. for 1 hour. The reactant was dissolved in ethyl acetate, washed with aqueous NaHCO3 solution, with water and then with saturated aqueous sodium chloride, dried over anhydrous MgSO4, and subjected to filtration with a folded filter paper. The filtrate was concentrated and evaporated to dryness. The residue was recrystallized by using a mixture of CH2Cl2 and hexane, to obtain 0.565 g (yield 68%) of the specified substance as light yellow granulated crystals. It showed the following physical properties and analyzed values.

後処理

  1. washwashed with aqueous NaHCO3 solution, with water
  2. dry with materialwith saturated aqueous sodium chloride, dried over anhydrous MgSO4
  3. filtrationsubjected to filtration with a folded filter paper
  4. concentrationThe filtrate was concentrated
  5. customevaporated to dryness
  6. customThe residue was recrystallized
  7. additiona mixture of CH2Cl2 and hexane
  8. customto obtain 0.565 g (yield 68%) of the specified substance as light yellow granulated crystals

出典と根拠

ORDレコード
ord-e266e1ecc3c5438cabf5f950025cadeb
出典データセット
uspto-grants-2003_02
特許番号
US06515129B1

反応ノート

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