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Hydrochloric Acid → N-m-AMINOPHENYL-2,2-DIMETHYLSUCCINIMIDE

HRID 435044
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 435044
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[C:14](=[O:15])[CH2:13][C:12]([CH3:17])([CH3:16])[C:11]2=[O:18])[CH:7]=[CH:8][CH:9]=1)([O-])=O.Cl.C(O)C.[OH-].[Na+]>[Fe].O>[NH2:1][C:4]1[CH:5]=[C:6]([N:10]2[C:14](=[O:15])[CH2:13][C:12]([CH3:16])([CH3:17])[C:11]2=[O:18])[CH:7]=[CH:8][CH:9]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 131892133,3-Dimethyl-1-(3-nitrophenyl)pyrrolidine-2,5-dione

Produkt 1

HCID 13189216N-m-AMINOPHENYL-2,2-DIMETHYLSUCCINIMIDE

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925
Iron
Katalysator
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

One hundred and sixty three g. of N-m-nitrophenyl-2,2-dimethylsuccinimide, as prepared in Example I, was added portion wise at reflux temperature to a mixture of 115 g. of powdered iron, 7 ml. of concentrated HCl, 250 ml. of ethyl alcohol and 200 ml. of water. At completion of addition (approximately one hour), the mixture was allowed to cool to 70° C. and 7 g. of 50% sodium hydroxide was added and the iron oxide was removed by filtration through a Dicalite filter which was washed with several portions of hot ethyl alcohol. Stripping of the filtrate under vacuum yielded 106 g. of a product having a m.p. of 143°-145° C. A portion of the product was recrystallized to a m.p. of 147°-147.5° C. The product was identified as the title compound by analysis of infrared spectra.

Aufarbeitung

  1. additionwas added portion wise
  2. temperatureat reflux temperature
  3. additionto a mixture of 115 g
  4. additionAt completion of addition (approximately one hour)
  5. customthe iron oxide was removed by filtration through a Dicalite
  6. filtrationfilter which
  7. washwas washed with several portions of hot ethyl alcohol
  8. customStripping of the filtrate under vacuum yielded 106 g
  9. customA portion of the product was recrystallized to a m.p. of 147°-147.5° C

Quellen und Nachweise

ORD-Eintrag
ord-6d31c9f6b93f4252b99c8bcff903a24f
Quelldatensatz
uspto-grants-1983_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04400202

Notizen zur Reaktion

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