6-Amino-1-ethyl-3-propyl-2,4(1H,3H)-pyrimidinedione → 6-Amino-1-ethyl-5-nitroso-3-propyl-1,3-dihydropyrimidine-2,4-dione

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-amino-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione (1.4 g, 7.1 mmol) in a mixture of 50% acetic acid/water (35 ml) was added sodium nitrite (2 g, 28.4 mmol) in portions over a period of 10 minutes. The mixture was stirred at 70° C. for 1 hour, then the reaction mixture concentrated to a low volume under reduced pressure. The solid was filtered off, and washed with water, to provide 6-amino-1-ethyl-5-nitroso-3-propyl-1,3-dihydropyrimidine-2,4-dione, a compound of formula (1). MS m/z 227.05 (M+), 249.08 (M++Na)

Provenance & Evidence