Réaction #3751

Équation de réaction

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

ammonium hydroxide

sodium dithionite

→

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

Rendement 64.3%

Solvants

water

Conditions de réaction

Traitement

1. 1
   ExtractionThe aqueous mixture was extracted with chloroform (8×200 ml)
2. 2
   Séchagedried over magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Concentrationconcentrated
5. 5
   AutreThe residue was purified by flash chromatography (5/10% methanol/chloroform)
6. 6
   Autrerecrystallized from 10% isopropanol in hexane
7. 7
   Autrerecrystallized from 10% isopropanol

Mode opératoire

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.

Source