(4-Aminophenoxy)benzene → N-(p-phenoxyphenyl)-2,3-dichloromaleimide

HRID 65563

Reaktionsgleichung

Reaktionsgleichung von HRID 65563
[O:1]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:15][C:16]1=[C:17]([Cl:23])[C:18]([O:20][C:21]1=O)=[O:19]>C(O)(=O)C>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([N:12]2[C:21](=[O:20])[C:16]([Cl:15])=[C:17]([Cl:23])[C:18]2=[O:19])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 8764(4-Aminophenoxy)benzeneHCID 70728Dichloromaleic anhydride

Produkt 1

HCID 22757124N-(p-phenoxyphenyl)-2,3-dichloromaleimide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 28 g of p-phenoxyaniline and 28 g of dichloromaleic anhydride in 200 ml of glacial acetic acid was heated at reflux for 3 hours. Upon subsequent cooling, N-phenoxyphenyl-2,3 -dichloromaleimide crystallized and was collected by filtration. The 46 g (92% of theory) of crude material was washed with petroleum ether and air-dried. An analytical sample was prepared by recrystallization from glacial acetic acid, producing golden flakes of N-(p-phenoxyphenyl)-2,3-dichloromaleimide melting at 180°-181° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. customUpon subsequent cooling, N-phenoxyphenyl-2,3 -dichloromaleimide crystallized
  4. filtrationwas collected by filtration
  5. washThe 46 g (92% of theory) of crude material was washed with petroleum ether
  6. customair-dried
  7. customAn analytical sample was prepared by recrystallization from glacial acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-3356f24d3390449c9730e4d30f475e58
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128529

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