4-Chlorobutyronitrile → HCID 178478461, Verbindung

HRID 345935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 345935
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]#[N:6].[N-:7]=[N+:8]=[N-:9].[Na+].[Cl-].[NH4+].[OH-].[Na+]>CN(C)C=O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1[NH:9][N:8]=[N:7][N:6]=1

Komponenten

6

Edukt 4

HCID 123364-ChlorobutyronitrileHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 33557Sodium Azide

Produkt 1

HCID 178478461HCID 178478461, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 3.5 g of 4-chlorobutyronitrile, 2.3 g of sodium azide and 1.9 g of ammonium chloride in 50 ml of dimethyl-formamide is stirred at 140° C. for 20 hours. The reaction mixture is poured onto ice, basified with 1N sodium hydroxide and extracted twice with ethyl acetate. The aqueous fraction is acidified with acetic acid and extracted with ethylacetate. Evaporation of the ethyl acetate gives 5-(3-chloropropyl)-tetrazole which is used directly in the next step.

Aufarbeitung

  1. additionThe reaction mixture is poured onto ice
  2. extractionextracted twice with ethyl acetate
  3. extractionextracted with ethylacetate
  4. customEvaporation of the ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-0b5be6729b46436084030504bcb87386
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05059610

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