Ethanol → 1,8-Diamino-9,10-anthracenedione

HRID 556197

Reaktionsgleichung

Reaktionsgleichung von HRID 556197
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[N+:19]([O-])=O)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.C(O)C.O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+].[OH-].[Na+]>O>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[NH2:19])[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 672101,8-Dinitro-9,10-anthraquinoneHCID 73972Sodium sulfide nonahydrate

Produkt 1

HCID 85111,8-Diamino-9,10-anthracenedioneAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Add 1,8-dinitroanthraquinone (1.49 g, 5 mmol) into 56 ml ethanol and stir the mixture. Then add a reductive solution containing sodium sulfide nonahydrate (5.4 g, 22.5 mmol), sodium hydroxide (2.14 g, 53.5 mmol) dissolved in 95 ml water. The mixed solution is reflux heated for 6 hours, standing overnight, and filter the precipitate. The precipitate is recrystallized from ethanol to get red compound 2.

Aufarbeitung

  1. additionThen add a reductive solution
  2. temperatureThe mixed solution is reflux
  3. temperatureheated for 6 hours
  4. filtrationfilter the precipitate
  5. customThe precipitate is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-16649f51f64d4d918c01e5cc076fcec2
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08053583B2

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