反应 #1529641

ord-73821f5175fa490295e0a9bc96e6187a

反应方程式

Cl
hydrochloric acid
O=[N+]([O-])[O-].[Na+]
sodium nitrate
O=C([O-])O.[Na+]
sodium bicarbonate
Nc1ncc[nH]1.Nc1ncc[nH]1.O=S(=O)(O)O
2-amino-1H-imidazol-hemisulfate
CCN(CCBr)c1ccccc1
N-(2-bromoethyl)-N-ethylaniline
CCN(CCBr)c1ccc(/N=N/c2ncc[nH]2)cc1
N-(2-bromoethyl)-N-ethyl-4-[(E)-1H-imidazol-2-yldiazenyl]aniline
收率 37.3%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The resulted precipitate is filtered off
  2. 2
    洗涤washed with water
  3. 3
    其他dried in vacuum at 40° C

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07658770B2uspto-grants-2010_02