Sodium Azide → HCID 178520396, Verbindung

HRID 604469

Reaktionsgleichung

Reaktionsgleichung von HRID 604469
[C:1]1([C:6]([CH2:8][C:9]#[N:10])=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[N-:11]=[N+:12]=[N-:13].[Na+].[Cl-].C([NH+](CC)CC)C>C1(C)C=CC=CC=1>[NH:11]1[C:9]([CH2:8][C:6]([C:1]2[S:5][CH:4]=[CH:3][CH:2]=2)=[O:7])=[N:10][N:13]=[N:12]1

Komponenten

5

Edukt 3

HCID 33557Sodium AzideHCID 1418532-ThenoylacetonitrileHCID 12698378Triethylazanium chloride

Produkt 1

HCID 178520396HCID 178520396, VerbindungAusbeute 43,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2-thenoylacetonitrile (9 g, 59.3 mmol), Sodium azide (4.33 g, 66.7 mmol) and triethylammoniumchloride (9.14 g, 66.9 mmol) was stirred in dry toluene (139 mL) under argon atmosphere at 90° C. for 18 hrs. A two-phase system was formed, cooled and extracted with NaOH (2M, 3×500 mL), and the aqueous solution was poured into hydrochloric acid (4M, 300 mL) and the crude tetrazole was filtered off and recrystalised from acetonitrile. Yield: 43.5%.

Aufarbeitung

  1. customA two-phase system was formed
  2. temperaturecooled
  3. extractionextracted with NaOH (2M, 3×500 mL)
  4. additionthe aqueous solution was poured into hydrochloric acid (4M, 300 mL)
  5. filtrationthe crude tetrazole was filtered off
  6. customrecrystalised from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-c651cd26f6604ce8ae8f81049a65b97f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910613B2

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