Sodium Azide → HCID 178419288, Verbindung

HRID 1472783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1472783
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[C:5]#[N:6].[N-:11]=[N+:12]=[N-:13].[Na+]>[Br-].[Zn+2].[Br-]>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[NH:13][N:12]=[N:11][N:6]=2)[CH:7]=[C:8]([Br:10])[CH:9]=1

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 27976903,5-Dibromobenzonitrile

Produkt 1

HCID 178419288HCID 178419288, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10421208Zinc bromideKatalysator

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A round-bottomed flask was charged with 3,5-dibromobenzonitrile (15.65 g, 60.00 mmol), sodium azide (7.80 g, 120.00 mmol) and zinc bromide (27.00 g, 120.00 mmol). After degassed, DMF (100 mL) was added. The reaction mixture was heated to 120° C. and stirred at this temperature until complete. The reaction was cooled to rt and then in an ice-water bath. 300 mL of 1N aqueous HCl was added. The white precipitate formed was collected by suction filtration, washed with water, and dried together with phosphorous pentoxide under vacuum to afford 17.32 g (95%) of product.

Aufarbeitung

  1. customAfter degassed
  2. additionDMF (100 mL) was added
  3. temperatureThe reaction was cooled to rt
  4. addition300 mL of 1N aqueous HCl was added
  5. customThe white precipitate formed
  6. filtrationwas collected by suction filtration
  7. washwashed with water
  8. dry with materialdried together with phosphorous pentoxide under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5cd89a6b16af4a81a98f3edf1b77d233
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012655B2

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