2,4-Diamino-6-ethoxypyrimidine → 6-Ethoxy-5-nitrosopyrimidine-2,4-diamine
Reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH2:9][CH3:10])[CH:5]=[C:4]([NH2:11])[N:3]=1.[N:12]([O-])=[O:13].[Na+]>C(O)(=O)C.O>[N:12]([C:5]1[C:6]([O:8][CH2:9][CH3:10])=[N:7][C:2]([NH2:1])=[N:3][C:4]=1[NH2:11])=[O:13]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
To a solution of the compound of example 54 (6.13 g, 39.8 mmoles) in 20% aqueous acetic acid (57 ml) was added dropwise a solution of NaNO2 (3.29 g) in water (13 ml) at 80° C. A pink precipitate was formed which was stirred at 80° C. for an additional 2 hours. The reaction mixture was cooled down in the refrigerator overnight and the resulting precipitate was filtered off, yielding the title compound as a pink powder (4.98 g, yield 68%). Spectral data are identical with those described e.g. by W. Pfleiderer et al. in Chem. Ber. (1961) 94, 12.
Workup
- customA pink precipitate was formed which
- temperatureThe reaction mixture was cooled down in the refrigerator overnight
- filtrationthe resulting precipitate was filtered off
Sources & evidence
- ORD record
- ord-b51ac65faca143009dc86180aea0013a
- Source dataset
- uspto-grants-2007_10
- Patent number
- US07276506B2
Reaction notes
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