Reaktion #2195469

Reaktionsgleichung

hydrochloric acid

sodium nitrate

sodium bicarbonate

2-amino-1H-imidazol-hemisulfate

N-(2-bromoethyl)-N-ethylaniline

→

N-(2-bromoethyl)-N-ethyl-4-[(E)-1H-imidazol-2-yldiazenyl]aniline

Ausbeute 37.3%

Lösungsmittel

water

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulted precipitate is filtered off
2. 2
   Waschenwashed with water
3. 3
   Sonstigedried in vacuum at 40° C

Vorschrift

1.32 g 2-amino-1H-imidazol-hemisulfate is diazotized in a mixture containing 2 ml hydrochloric acid, 2 ml acetic acid, 12 ml water and 0.7 g sodium nitrate at 5° C. Azo coupling is performed by adding 2.3 g N-(2-bromoethyl)-N-ethylaniline to the above diazonium solution. After stirring for 2 hours at room temperature the mixture is poured on 50 ml saturated sodium bicarbonate. The resulted precipitate is filtered off, washed with water, and dried in vacuum at 40° C. After chromatography on silicagel with ethylacetate, 0.6 g N-(2-bromoethyl)-N-ethyl-4-[(E)-1H-imidazol-2-yldiazenyl]aniline is obtained as a brown powder.

Quelle