Acetone → 1H-Pyrrole-2,5-dione, 1,1'-(4-methyl-1,3-phenylene)bis-

HRID 262418

Reaktionsgleichung

Reaktionsgleichung von HRID 262418
[C:1]1(=[O:7])O[C:4](=[O:5])[CH:3]=[CH:2]1.[CH3:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=1[NH2:16].O.O.O.O.O.O.[Cl-].[Mg+2].[Cl-].C(O[C:30](=[O:32])[CH3:31])(=O)C.[CH3:33][C:34](C)=[O:35]>O.C(N(CC)CC)C>[CH3:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:30](=[O:32])[CH:31]=[CH:33][C:34]2=[O:35])=[CH:11][C:10]=1[N:16]1[C:1](=[O:7])[CH:2]=[CH:3][C:4]1=[O:5]

Komponenten

8

Edukt 5

HCID 180Acetone2×HCID 72612,4-DiaminotolueneHCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 24644Magnesium chloride hexahydrate

Produkt 1

HCID 808931H-Pyrrole-2,5-dione, 1,1'-(4-methyl-1,3-phenylene)bis-Ausbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A flask was equipped as in Example 1. To a solution of maleic anhydride (1.7 parts) in 3.9 parts acetone was added a solution of 1 part 4-methyl-m-phenylenediamine, 0.28 part triethylamine and 2.5 parts acetone. The heterogeneous reaction mixture was stirred at 40° C. for 30 minutes. Magnesium chloride hexahydrate (0.071 part) and 2.16 part acetic anhydride were added all at once. The reaction temperature was raised to 50° C. and maintained for 2.5 hours. Thirty minutes after the addition the mixture became homogeneous and remained so. The solution was cooled, and 16 parts water was added; the precipitated product was filtered by vacuum filtration, washed with water, and dried in a vacuum oven at 60° C. for 24 hours. N,N'-(4-Methyl-m-phenylene)dimaleimide, m.p. 168°-172° C., was obtained in 85% yield.

Aufarbeitung

  1. customA flask was equipped as in Example 1
  2. temperatureThe reaction temperature was raised to 50° C.
  3. temperaturemaintained for 2.5 hours
  4. additionThirty minutes after the addition the mixture
  5. temperatureThe solution was cooled
  6. filtrationthe precipitated product was filtered by vacuum filtration
  7. washwashed with water
  8. customdried in a vacuum oven at 60° C. for 24 hours

Quellen und Nachweise

ORD-Eintrag
ord-42c1bcf76c544651a422c1274a989376
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154737

Verknüpfte Notizen

Wird geladen…