Reaktion #74882

Reaktionsgleichung

disodium 3,5-diaminophthalate

dimethylmaleic anhydride

→

3,5-bis-(dimethylmaleimidyl)-phthalic anhydride

Ausbeute 115.7%

Lösungsmittel

water

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 1 hour
2. 2
   SonstigeIt is then evaporated to dryness in a rotary evaporator
3. 3
   workup.DISSOLUTIONthe residue is dissolved, at 90° C., in 100 ml of N,N-dimethylacetamide
4. 4
   TemperaturAfter cooling
5. 5
   Filtrationthe slurry-like mixture is filtered
6. 6
   Waschenthe residue is rinsed with acetone
7. 7
   Sonstigedried in vacuo at 80° C
8. 8
   SonstigeIt is then evaporated to dryness
9. 9
   Sonstigethe residue is recrystallised from 1,2-dichlorobenzene

Vorschrift

7.20 g (0.039 mol) of disodium 3,5-diaminophthalate, dissolved in 200 ml of water, are added to a solution of 8.82 g (0.078 mol) of dimethylmaleic anhydride in 80 ml of toluene. This mixture is boiled under reflux for 1 hour. It is then evaporated to dryness in a rotary evaporator, the residue is dissolved, at 90° C., in 100 ml of N,N-dimethylacetamide and 50 ml of water and the solution is rendered acid to Congo Blue with 10% strength hydrochloric acid. After cooling, the slurry-like mixture is filtered and the residue is rinsed with acetone and then dried in vacuo at 80° C. The dry residue is then suspended in 100 ml of acetic anhydride and this mixture is warmed to about 100° C. for 1 hour. It is then evaporated to dryness and the residue is recrystallised from 1,2-dichlorobenzene. 8.9 g (69% of theory) of 3,5-bis-(dimethylmaleimidyl)-phthalic anhydride are obtained; colour: light brownish; melting point 298° C. (decomposition).

Quelle