Reacción #3254

Ecuación de reacción

6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on

sulfuric acid

nitric acid

→

title compound

Rendimiento 52.9%

6-(((dimethylamino)ethyl)amino)-3-hydroxy-4-nitro-7H-indeno[2,1-c]quinoline-7-on

Rendimiento 52.9%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroa crystal precipitated
2. 2
   Filtraciónwas collected by filtration
3. 3
   OtroThe crystal obtained
4. 4
   Otrowas purified by silica gel column chromatography (eluent
5. 5
   Otroa lower layer of chloroform:methanol:water=9:3:1(v/v/v)) and crystallized from ethanol-diethylether

Procedimiento

A mixture of 6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on obtained in example 3 (100 mg, 0.3 mmol), conc. sulfuric acid (1 ml) and nitric acid (1 ml) was stirred at 5° C. for 2 hours. The reaction mixture was poured into ice water, and a crystal precipitated was collected by filtration. The crystal obtained was purified by silica gel column chromatography (eluent; a lower layer of chloroform:methanol:water=9:3:1(v/v/v)) and crystallized from ethanol-diethylether to give 60 mg (yield: 52.9%) of title compound. The physicochemical properties thereof are shown in table 1.

Fuente