Sodium Azide → 6-(Azidomethyl)phenanthridine

HRID 718739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 718739
[N-:1]=[N+:2]=[N-:3].[Na+].Br[CH2:6][C:7]1[N:8]=[C:9]2[C:14](=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)[CH:13]=[CH:12][CH:11]=[CH:10]2>CC(C)=O>[N:1]([CH2:6][C:7]1[N:8]=[C:9]2[C:14](=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)[CH:13]=[CH:12][CH:11]=[CH:10]2)=[N+:2]=[N-:3]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 856742386-(Bromomethyl)phenanthridine

Produkt 1

HCID 867124836-(Azidomethyl)phenanthridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Sodium azide (715 mg, 11.0 mmol) was added to a solution of the bromide 6 (301 mg, 1.10 mmol) in dry acetone (30 mL). The reaction mixture was stirred at ambient temperature for 1 hour, then heated to reflux for 2 hours. The reaction mixture was then allowed to cool to room temperature, the excess sodium azide was filtered off, and the solvent was removed under reduced pressure to yield the crude azide 7 as a light yellow crystalline solid, which was used immediately in the next step without further purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. temperatureto cool to room temperature
  4. filtrationthe excess sodium azide was filtered off
  5. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-db77acfd88524a279d5592adb1161c74
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09194802B2

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