Pyridine → 1,8-Bis[2-(Isobutylamino)Acetamido]Anthraquinone

HRID 556199

Reaktionsgleichung

Reaktionsgleichung von HRID 556199
Cl[CH2:2][C:3]([NH:5][C:6]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[NH:21][C:22](=[O:25])[CH2:23]Cl)[C:11](=[O:26])[C:10]=2[CH:9]=[CH:8][CH:7]=1)=[O:4].[N:27]1[CH:32]=[CH:31][CH:30]=CC=1.[CH2:33]([NH2:37])[CH:34]([CH3:36])[CH3:35].[CH3:38]N(C)C=O>>[CH2:33]([NH:37][CH2:2][C:3]([NH:5][C:6]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[NH:21][C:22](=[O:25])[CH2:23][NH:27][CH2:32][CH:31]([CH3:30])[CH3:38])[C:11](=[O:26])[C:10]=2[CH:9]=[CH:8][CH:7]=1)=[O:4])[CH:34]([CH3:36])[CH3:35]

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 6558IsobutylamineHCID 469280411,8-Bis(chloroacetamido)anthraquinone2×

Produkt 1

HCID 462447741,8-Bis[2-(Isobutylamino)Acetamido]AnthraquinoneAusbeute 40 %

Versuchsvorschrift

Add 0.4 g, 1.0 mmol 1,8-bis(chloroacetamido)anthraquinone (compound 3) with pyridine (0.5 ml), and 0.6 ml, 6 mmole Isobutylamine, dissolved in 20 ml dehydrated dimethylformamide (DMF). The mixture is reacted in a mini-reactor. The reaction temperature is 120° C. in the oil bath and the reaction time is 30 minutes. The reacted mixture is poured into 50 ml ice water and is filtered to collect precipitate. The precipitate is recrystallized from ethanol to get yellow compound 3k.

Aufarbeitung

  1. customThe mixture is reacted in a mini-reactor
  2. customis 120° C. in the oil bath
  3. filtrationis filtered
  4. customto collect precipitate
  5. customThe precipitate is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-00e4a8deecdb438ead2a29856169bd86
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08053583B2

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