Acetone → 1,6-Bismaleimidohexane

HRID 262420

反応式

HRID 262420 の反応式
[C:1]1(=[O:7])O[C:4](=[O:5])[CH:3]=[CH:2]1.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH2:15].O.O.O.O.O.O.[Cl-].[Mg+2].[Cl-].C(O[C:29](=[O:31])[CH3:30])(=O)C.[CH3:32][C:33](C)=[O:34]>O.C(N(CC)CC)C>[C:33]1(=[O:34])[N:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]2[C:1](=[O:7])[CH:2]=[CH:3][C:4]2=[O:5])[C:29](=[O:31])[CH:30]=[CH:32]1

参加物

8

反応物 5

HCID 180Acetone2 回HCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 16402HexamethylenediamineHCID 24644Magnesium chloride hexahydrate

生成物 1

HCID 209921,6-Bismaleimidohexane収率 22%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8471Triethylamine溶媒

反応条件

温度
50 °C

実験手順

A flask was equipped as in Example 1. To a solution of maleic anhydride (1.8 parts) in 5.2 parts acetone was added a solution of 1 part hexamethylenediamine, 0.3 part triethylamine and 1.5 parts acetone over a 30-minute period. The resulting heterogeneous reaction mixture was maintained at 40°-50° C. for 30 minutes. Magnesium chloride hexahydrate (0.075 part) and 2.3 parts acetic anhydride were added all at once. The reaction mixture was maintained at 50° C. for 3 hours. Water (11 parts) was added to the cooled mixture and the precipitated product isolated by vacuum filtration. The filter cake was washed with water and dried in a vacuum oven. A 22% yield of N,N'-hexamethylenedimaleimide, m.p. 136°-139° C., was obtained.

後処理

  1. customA flask was equipped as in Example 1
  2. temperatureThe resulting heterogeneous reaction mixture was maintained at 40°-50° C. for 30 minutes
  3. customthe precipitated product isolated by vacuum filtration
  4. washThe filter cake was washed with water
  5. customdried in a vacuum oven

出典と根拠

ORDレコード
ord-c4db2cc062924bde90cadac995c23699
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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