Reacción #2195468

ord-d2028ffdbcee470fae6ff01221f2372d

Ecuación de reacción

CCN(CCBr)c1ccc(N=Nc2nc(Cl)c([N+](=O)[O-])s2)cc1
N-(2-bromoethyl)-4-[(4-chloro-5-nitro-1,3-thiazol-2-yl)diazenyl]-N-ethylaniline
Cn1ccnc1
1-methyl-1H-imidazole
CCN(CCn1cc[n+](C)c1)c1ccc(N=Nc2nc(Cl)c([N+](=O)[O-])s2)cc1.[Br-]
1-{2-[{4-[(4-chloro-5-nitro-1,3-thiazol-2-yl)diazenyl]phenyl}(ethyl)amino]ethyl}-3-methyl-1H-imidazol-3-ium bromide
Rendimiento 30.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaunder reflux for 3 days
  2. 2
    FiltraciónThe resulted precipitate is filtered off
  3. 3
    Lavadowashed with acetonitrile
  4. 4
    Otrodried in vacuum at 40° C

Procedimiento

1.20 g N-(2-bromoethyl)-4-[(4-chloro-5-nitro-1,3-thiazol-2-yl)diazenyl]-N-ethylaniline is dissolved in 20 ml acetonitrile followed by subsequent addition of 5.99 g 1-methyl-1H-imidazole. The reaction mixture is stirred under reflux for 3 days and allowed to cool to room temperature. The resulted precipitate is filtered off, washed with acetonitrile, and dried in vacuum at 40° C. 0.43 g 1-{2-[{4-[(4-chloro-5-nitro-1,3-thiazol-2-yl)diazenyl]phenyl}(ethyl)amino]ethyl}-3-methyl-1H-imidazol-3-ium bromide is obtained as a bordeaux red powder.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07513916B2uspto-grants-2009_04