Reacción #2450946

Ecuación de reacción

4-bromo-6-aminophenanthridine

sodium bicarbonate

chloroacetaldehyde

→

title compound

Rendimiento 62.6%

5-bromo-imidazo[1,2-f]phenanthridine

Rendimiento 62.6%

Disolventes

2-propanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otro, the solvent was removed
2. 2
   workup.DISSOLUTIONThe residue was redissolved in methylene chloride
3. 3
   Lavadowashed with water
4. 4
   Secadodried over sodium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuo
7. 7
   OtroThe crude mixture was purified by chromagraphy on silica gel

Procedimiento

To a mixture of 4-bromo-6-aminophenanthridine (19.11 g, 69.91 mmole), sodium bicarbonate (12.3 g, 146 mmole) in 2-propanol (200 ml) was added chloroacetaldehyde (50% aqueous soln. 17.35 g). After the reaction mixture was heated at 75° C. for 5 hrs., the solvent was removed. The residue was redissolved in methylene chloride and washed with water. The organic fractions were combined, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude mixture was purified by chromagraphy on silica gel using hexane/ethyl acetate (80/20) to obtain the title compound (13 g, 62%).

Fuente