9-Chloro-6H-indolo[2,3-b]quinoxaline → HCID 20071536, Verbindung

HRID 981050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 981050
[Na].Cl.[CH3:3][N:4]([CH2:6][CH2:7][Cl:8])[CH3:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]2[NH:16][C:17]3[C:26]([C:12]=2[CH:11]=1)=[N:25][C:24]1[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=1)[N:18]=3>COCCO>[ClH:8].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]2[N:16]([CH2:7][CH2:6][N:4]([CH3:3])[CH3:5])[C:17]3[C:26]([C:12]=2[CH:11]=1)=[N:25][C:24]1[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=1)[N:18]=3

Komponenten

5

Edukt 3

HCID 52938709-Chloro-6H-indolo[2,3-b]quinoxalineHCID 5360545SodiumHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

Produkt 1

HCID 20071536HCID 20071536, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

5.06 g sodium (0.22 mole) is dissolved in 300 ml 2-methoxyethanol, 15.9 g N,N-dimethylamino-2-chloroethane-HCl (0.11 mole) is added followed by 25.4 g 9-chloro-6H-indolo(2,3-b)quinoxaline (0.10 mole). The mixture is heated for 3 hours at 100° C., cooled and filtered. The filtrate is concentrated and poured into water. The raw base obtained is filtered off and washed with water and subjected to chromatography on silica gel with methanol as eluent. The purified base is dissolved after drying in acetone. The hydrochloride is precipitated by slowly dropwise adding concentrated hydrochloric acid with stirring. Yield 23.2 g, 66%, mp. 243°-246° C.

Aufarbeitung

  1. temperaturecooled
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated
  4. additionpoured into water

Quellen und Nachweise

ORD-Eintrag
ord-1b2ad66461f24e86b081e58d7959bd32
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04990510

Notizen zur Reaktion

Wird geladen…