Water → 2-Azidomethylanthraquinone

HRID 542399Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 542399
Cl[CH2:2][C:3]1[CH:16]=[CH:15][C:14]2[C:13](=[O:17])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:18])[C:5]=2[CH:4]=1.[N-:19]=[N+:20]=[N-:21].[Na+].O>CN(C)C=O>[N:19]([CH2:2][C:3]1[CH:16]=[CH:15][C:14]2[C:13](=[O:17])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:18])[C:5]=2[CH:4]=1)=[N+:20]=[N-:21]

Komponenten

5

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 3443112-(Chloromethyl)anthraquinone

Produkt 1

HCID 200322122-AzidomethylanthraquinoneAusbeute 92,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

10 g (0.039 mole) of 2-chloromethylanthraquinone [prepared according to G. Izoret, Ann. Chim., 7, 180 (1962)] are dissolved in 50 ml of N,N-dimethylformamide (DMF), and 2.53 g (0.039 mole) of sodium azide are added, with stirring. After 1 hour, the temperature is increased to 50° C. and the mixture is stirred at this temperature for 10 hours. 250 ml of water are added and the precipitate is filtered off. 9.5 g (92.3% of theory) of 2-azidomethyl-anthraquinone are obtained; melting point: 130° C. (decomposition).

Aufarbeitung

  1. stirringthe mixture is stirred at this temperature for 10 hours
  2. filtrationthe precipitate is filtered off

Quellen und Nachweise

ORD-Eintrag
ord-eacdaecdad9c4c1396eacdd0bd371c41
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657842

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