Acetone → N,N'-1,3-Phenylenedimaleimide

HRID 262423노트

반응식

HRID 262423 반응식
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.C(N(CC)CC)C.[C:16]1(=[O:22])O[C:19](=[O:20])[CH:18]=[CH:17]1.C(O[C:27](=[O:29])[CH3:28])(=O)C.[CH3:30][C:31](C)=[O:32]>O>[C:1]1([N:8]2[C:16](=[O:22])[CH:17]=[CH:18][C:19]2=[O:20])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:27](=[O:29])[CH:28]=[CH:30][C:31]2=[O:32])[CH:2]=1

참가 물질

7

반응물 5

HCID 180Acetone2회HCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 7935M-PhenylenediamineHCID 8471Triethylamine

생성물 1

HCID 18156N,N'-1,3-Phenylenedimaleimide

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
40 °C

실험 절차

A glass flask was equipped with a thermometer, mechanical paddle stirrer and a water-cooled condenser. A solution of m-phenylenediamine (0.46 mole), triethylamine (0.16 mole) (except in Example 7), and 100 ml acetone was added over a 15-30 minute period to a solution of maleic anhydride (0.98 mole) in 300 ml acetone. A precipitate formed during that time. The heterogeneous reaction mixture was maintained at 40° C. for 30 minutes. The metal salt (0.1 or 0.01 mole per 1 mole of the diamine) and acetic anhydride (1.2 moles) were added all at once and the temperature raised to 50° C. and maintained for 3 hours. At this time 300 ml water were added and the mixture was cooled. The precipitated product was collected by vacuum filtration, washed with water and dried for 12 hours at 60° C. in a vacuum oven. The yields of recovered solids and N,N'-m-phenylenedimaleimide, based on m-phenylenediamine, obtained are shown in the tables. Liquid chromatographic yield data for the dimaleimide are accurate to ±4%. The results are presented in Table 1.

후처리

  1. customA glass flask was equipped with a thermometer, mechanical paddle stirrer
  2. customA precipitate formed during that time
  3. temperatureraised to 50° C.
  4. temperaturemaintained for 3 hours
  5. temperaturethe mixture was cooled
  6. filtrationThe precipitated product was collected by vacuum filtration
  7. washwashed with water
  8. customdried for 12 hours at 60° C. in a vacuum oven

출처 및 근거

ORD 기록
ord-ad9ba35f68214d6881db89a55404fe5a
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04154737

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