Sodium Azide → 4-(1H-1,2,3,4-tetrazol-5-yl)benzaldehyde

HRID 380212Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 380212
[Cl-].[Li+].[N-:3]=[N+:4]=[N-:5].[Na+].[C:7]([C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=1)#[N:8]>COC(O)C>[NH:3]1[C:7]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)=[N:8][N:5]=[N:4]1

Komponenten

5

Edukt 3

HCID 33557Sodium AzideHCID 660424-CyanobenzaldehydeHCID 433294Lithium Chloride

Produkt 1

HCID 27606064-(1H-1,2,3,4-tetrazol-5-yl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 30156371-MethoxyethanolLösungsmittel

Versuchsvorschrift

20.0 g (0.47 mol) of lithium chloride and 20.5 g (0.315 mol) of sodium azide are added to 41.2 g (0.315 mol) of 4-cyano-benzaldehyde (Fluka, Buchs, Switzerland) in 310 ml of methoxyethanol (Fluka, Buchs, Switzerland) and the mixture is heated at boiling for 6 hours (argon atmosphere). The cooled reaction mixture is poured into 1 liter of ice/37% HCl 10:1 and stirred thoroughly to complete the reaction. Filtration and washing with water yield the title compound: m.p.: 180-182° C.; 1H-NMR (DMSO-d6) δ 10.11 (s, HCO), 8.29 and 8.14 (2d, J=8, each 2H).

Aufarbeitung

  1. temperaturethe mixture is heated
  2. customThe cooled reaction mixture
  3. customthe reaction
  4. filtrationFiltration
  5. washwashing with water

Quellen und Nachweise

ORD-Eintrag
ord-2fa44e718e1f49248d08d04c44e73e8a
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06300519B1

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