Identification | Back Directory | [Name]
4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- | [CAS]
4214-85-1 | [Synonyms]
2-aMino-6-Methyl-5-nitropyriMidin-4-ol 2-amino-6-methyl-5-nitropyrimidin-4(3H)-one 2-amino-6-methyl-5-nitro-1H-pyrimidin-4-one 2-amino-6-methyl-5-nitropyrimidin-4(1H)-one 2-Amino-6-methyl-5-nitro-4(3H)-pyrimidinone 2-amino-4-hydroxy-6-methyl-5-nitropyrimidine 2-azanyl-6-methyl-5-nitro-1H-pyrimidin-4-one 2-Amino-6-methyl-5-nitro-3H-pyrimidine-4-one 4(3H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- 4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- 2-AMINO-4-HYDROXY-5-NITRO-6-METHYL-PYRIMIDINE 2-aMino-6-Methyl-5-nitro-3,4-dihydropyriMidin-4-one 4(1H)-Pyrimidinone, 2-amino-6-methyl-5-nitro- ISO 9001:2015 REACH | [Molecular Formula]
C5H6N4O3 | [MDL Number]
MFCD06858762 | [MOL File]
4214-85-1.mol | [Molecular Weight]
170.13 |
Chemical Properties | Back Directory | [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 |
Hazard Information | Back Directory | [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 |
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