Hydrochloric Acid → 1-Butyl-5-nitroso-6-aminouracil

Participants

Reaction Conditions

Reaction Steps

A suspension of 6-amino-1-butyl-1H-pyrimidine-2,4-dione (3.0 g, 16.4 mmol) in a 1N aqueous hydrochloric acid solution (33 mL) at 25° C. was treated with sodium nitrite (1.47 g, 21.32 mmol) in portions. The pH was adjusted to pH=5 by the addition of ammonium hydroxide (22 mL). The reaction was stirred at 25° C. for 10 min. At this time, the resulting solid was collected by filtration, washed with a pH=5 aqueous buffer, and then dried in vacuo to afford 6-amino-1-butyl-5-nitroso-1H-pyrimidine-2,4-dione (2.89 g, 83%) as a purple solid: LR-MS for C8H12N4O3 (M+H)+ at m/z=213.

Provenance & Evidence