9,10-Anthracenedicarboxaldehyde → HCID 74054432, Verbindung

HRID 128070

Reaktionsgleichung

Reaktionsgleichung von HRID 128070
[CH:1]1[C:14]2[C:5](=[C:6]([CH:17]=O)[C:7]3[C:12]([C:13]=2[CH:15]=O)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[CH3:19][N:20]([CH3:25])[CH2:21][CH2:22][NH:23][NH2:24]>C(O)(=O)C.C(O)C>[CH3:19][N:20]([CH3:25])[CH2:21][CH2:22][NH:23][N:24]=[CH:15][C:13]1[C:14]2[C:5]([C:6]([CH:17]=[N:24][NH:23][CH2:22][CH2:21][N:20]([CH3:25])[CH3:19])=[C:7]3[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]3)=[CH:4][CH:3]=[CH:2][CH:1]=2

Komponenten

5

Edukt 2

HCID 815009,10-AnthracenedicarboxaldehydeHCID 1205522-Hydrazinyl-N,N-dimethylethanamine

Produkt 1

HCID 74054432HCID 74054432, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

A suspension of 4.68 g. of anthracene-9,10-dicarboxaldehyde in 100 ml. of ethanol containing 4.13 g. of [2-(dimethylamino)ethyl]hydrazine [Elslager et al., J. Med. Chem. I, 493 (1964)] containing two drops of acetic acid is stirred and heated under reflux for two hours. The resulting solution is filtered, concentrated, allowed to cool to 45° C., diluted with petroleum ether, then allowed to cool further at 5° C. The desired product separates as an orange solid and is collected by filtration.

Aufarbeitung

  1. additionA suspension of 4.68 g
  2. temperatureheated
  3. temperatureunder reflux for two hours
  4. filtrationThe resulting solution is filtered
  5. concentrationconcentrated
  6. additiondiluted with petroleum ether
  7. temperatureto cool further at 5° C
  8. filtrationis collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-7b4b9529bc7c400dba32d8fc1bff9d82
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04258181

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