Acetic Acid → 1,8-Bis(p-n-butylbenzylidene amino)anthraquinone

HRID 262414

Reaktionsgleichung

Reaktionsgleichung von HRID 262414
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[NH2:17])[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:19]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1)[CH2:20][CH2:21][CH3:22].[C:31](O)(=O)[CH3:32]>CO>[CH2:19]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=[N:1][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][C:12]=4[N:17]=[CH:12][C:13]4[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][CH2:31][CH3:32])=[CH:15][CH:14]=4)[C:7](=[O:18])[C:6]=3[CH:5]=[CH:4][CH:3]=2)=[CH:25][CH:24]=1)[CH2:20][CH2:21][CH3:22]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 85111,8-Diamino-9,10-anthracenedioneHCID 709884-Butylbenzaldehyde

Produkt 1

HCID 201633541,8-Bis(p-n-butylbenzylidene amino)anthraquinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred solution at 80° C. of 2.38g (0.1 mol) 1,8-diaminoanthraquinone in 3.16 g (0.2 mol) p-n-butylbenzaldehyde is added about 1 ml. glacial acetic acid. Heating is continued for one hour and 50 ml methanol is added to dissolve the reaction mixture. The solution is poured into 100 ml ice water and the product collected and recrystallized from 1:1 methanol-water as above to give 1,8-bis(p-n-butylbenzylidene amino)anthraquinone as fine purple needles, melting with decomposition at 288°-9° C.

Aufarbeitung

  1. temperatureHeating
  2. dissolutionto dissolve the reaction mixture
  3. customthe product collected
  4. customrecrystallized from 1:1 methanol-water as above

Quellen und Nachweise

ORD-Eintrag
ord-94babcba62ad429cbb12b7eaea0d102d
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154746

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