Aniline → N-Phenylmaleimide

HRID 262421

反応式

HRID 262421 の反応式
[C:1]1(=[O:7])O[C:4](=[O:5])[CH:3]=[CH:2]1.[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O.O.O.O.O.O.[Cl-].[Mg+2].[Cl-].C(OC(=O)C)(=O)C>O.CC(C)=O.C(N(CC)CC)C>[C:9]1([N:8]2[C:4](=[O:5])[CH:3]=[CH:2][C:1]2=[O:7])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

8

反応物 4

HCID 6115AnilineHCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 24644Magnesium chloride hexahydrate

生成物 1

HCID 13662N-Phenylmaleimide

試薬・触媒・溶媒 3

HCID 180Acetone溶媒2 回HCID 962Water溶媒HCID 8471Triethylamine溶媒

反応条件

温度
40 °C

実験手順

A reaction flask was equipped as in Example 1. To a solution of maleic anhydride (1.12 parts) in 5.6 parts acetone was added a solution of 1 part aniline, 0.375 part triethylamine, and 1.9 parts acetone over a 30-minute period. The resulting heterogeneous mixture was maintained at 40° C. for 30 minutes. Magnesium chloride hexahydrate (0.093 part) and 1.4 parts acetic anhydride were added all at once. The temperature was raised to 50° C. for 3 hours. The homogeneous mixture was cooled and 14 parts water added. The precipitated product was isolated by vacuum filtration, washed with water, and air dried. The crude product was recrystallized from ethanol/water (90/10 vol.) to yield 0.89 part N-phenyl maleimide, m.p. 84°-86° C.

後処理

  1. customA reaction flask was equipped as in Example 1
  2. temperatureThe temperature was raised to 50° C. for 3 hours
  3. temperatureThe homogeneous mixture was cooled
  4. customThe precipitated product was isolated by vacuum filtration
  5. washwashed with water, and air
  6. customdried
  7. customThe crude product was recrystallized from ethanol/water (90/10 vol.)

出典と根拠

ORDレコード
ord-70da2d85e5dc485d8ae20fa76713538f
出典データセット
uspto-grants-1979_05
特許番号
US04154737

関連ノート

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