Reacción #3751

Ecuación de reacción

1,3-di-n-propyl-5-nitroso-6-aminouracil

ammonium hydroxide

sodium dithionite

→

1,3-di-n-propyl-5,6-diaminouracil

Rendimiento 64.3%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe aqueous mixture was extracted with chloroform (8×200 ml)
2. 2
   Secadodried over magnesium sulfate
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by flash chromatography (5/10% methanol/chloroform)
6. 6
   Otrorecrystallized from 10% isopropanol in hexane
7. 7
   Otrorecrystallized from 10% isopropanol

Procedimiento

The 1,3-di-n-propyl-5-nitroso-6-aminouracil (61.6 g) was suspended in 1 L of water, and the suspension was made alkaline to pH 11 with 50% ammonium hydroxide and treated with 100 g of sodium dithionite, in portions, until the purple color faded. The aqueous mixture was extracted with chloroform (8×200 ml), dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography (5/10% methanol/chloroform) and recrystallized from 10% isopropanol in hexane and recrystallized from 10% isopropanol to yield 37.29 g of 1,3-di-n-propyl-5,6-diaminouracil, m.p., 127°-128° C.

Fuente