Hydrazoic acid → HCID 178420316, Verbindung

HRID 261802

Reaktionsgleichung

Reaktionsgleichung von HRID 261802
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH:13]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+].[N-]=[N+]=[N-].[Na+].C(N1C=CN=C1C#N)C1C=CC=CC=1.N=[N+]=[N-].[NH:38]1C=[N:41][N:40]=[N:39]1>CN(C)C=O.O>[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[C:13]1[NH:41][N:40]=[N:39][N:38]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

9

Edukt 6

HCID 24530Hydrazoic acidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 1390821-benzyl-1H-imidazole-2-carbaldehydeHCID 110304751H-Imidazole-2-carbonitrile, 1-(phenylmethyl)-HCID 178418441HCID 178418441, Verbindung

Produkt 1

HCID 178420316HCID 178420316, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Obtained by reacting 9.3 g (0.05 mol) of 1-benzyl-2-formylimidazole (see Liebigs Ann. Chem. 718 (1968) pp. 249-259) with 8.0 g (0.15 mol) of ammonium chloride and 9.8 g (0.15 mol) of sodium azide in 50 ml of dimethylformamide at 120°-130° C. The isolation of the 1-benzyl-2-cyanoimidazole intermediate (obtained by Schmidt-rearrangement) may be omitted, since this compound adds excess hydrazoic acid to the tetrazole in situ. After 20 hours, it is cooled, and 500 ml of water are added, the precipitate formed filtered off and recrystallised several times from dimethylformamide. M.p. 274°-275° C.

Aufarbeitung

  1. customObtained
  2. customat 120°-130° C
  3. temperatureit is cooled
  4. customthe precipitate formed
  5. filtrationfiltered off
  6. customrecrystallised several times from dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-faced8bfa88b4593be37b6ecae11b106
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04152440

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