4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- Chemical Properties

Melting point:

>300 °C

Boiling point:

305.9±45.0 °C(Predicted)

Density 

1.83±0.1 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light

pka

7.18±0.50(Predicted)

Appearance

Light yellow to yellow Powder

Safety Information

HazardClass 

IRRITANT

HS Code 

2933599590

4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-amino-6-methyl-5-nitro-3H-pyrimidin-4-one from 2-amino-4-hydroxy-6-methylpyrimidine was as follows: 2-amino-6-methylpyrimidin-4(3H)-one (50 g, 0.4 mol) was dissolved in 250 mL of concentrated sulfuric acid at 0°C, and 40 mL of concentrated nitric acid was slowly added through a dropping funnel. The reaction mixture was stirred at room temperature for 3 hours and then slowly poured into 3.6 L of diethyl ether and continued stirring for 15 minutes. The ether layer was decanted off and 1.0 L of ethyl acetate was added to the remaining solid and stirred for 10 hours. The solid product (54.8 g, 81% yield) was collected by filtration, which could be used in subsequent reactions without further purification.

References

[1] Synthetic Communications, 2009, vol. 39, # 12, p. 2244 - 2249
[2] Journal of Heterocyclic Chemistry, 2009, vol. 46, # 6, p. 1151 - 1153
[3] Journal of Organic Chemistry, 1995, vol. 60, # 24, p. 7947 - 7952
[4] Patent: WO2006/122003, 2006, A2. Location in patent: Page/Page column 32; 34
[5] Nucleosides and Nucleotides, 1999, vol. 18, # 3, p. 363 - 376

4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro-(4214-85-1)Related Product Information

• 4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro-