Reaction #1265404

Reaction equation

2,6-diamino-4-hydroxypyrimidine

acetic acid

NaNO2

→

title compound

Yield 97.3%

2,6-diamino-5-nitroso-4-hydroxypyrimidine

Yield 97.3%

Solvents

water

water

Conditions

Workup

1. 1
   OtherA pink precipitate was formed
2. 2
   TemperatureThe reaction mixture was cooled down in the refrigerator overnight
3. 3
   FiltrationThe precipitate was filtered off
4. 4
   Dryingdried over P2O5

Procedure

To a solution of 2,6-diamino-4-hydroxypyrimidine (12.9 g, 102.2 mmoles) in 200 ml of a 10% acetic acid solution in water at 80° C. was added dropwise a solution of NaNO2 (7.05 g, 102.2 mmoles) in 20 ml water. A pink precipitate was formed, which was further stirred for 1 hour at 80° C. The reaction mixture was cooled down in the refrigerator overnight. The precipitate was filtered off and dried over P2O5, providing the title compound as a pink powder (15.43 g, yield: 97%). The spectral data are in accordance with literature data (Landauer et al. in J. Chem. Soc. (1953) 3721–3722).

Source