| Identification | More | [Name]
2-Amino-5-nitropyrimidine | [CAS]
3073-77-6 | [Synonyms]
2-AMINO-5-NITROPYRIMIDINE TIMTEC-BB SBB004166 2-Pyrimidinamine, 5-nitro- 5-Nitro-2-pyrimidinamine 5-nitropyrimidin-2-ylamine 5-nitropyrimidin-2-amine 2-Amino-5-nitropyrimidine, 97+% 2-Pyrimidinamine, 5-nitro-(9CI) 2-AMINO-5-NITROPRIDINE 2-AMINO-5-NITROPYRIMIDINE 97% 5-Nitro-2-aminopyrimidine Enheptin P 2-Amino-5-nitropyrimidine ,98% 5-Nitropyrimidine-2(1H)-imine | [EINECS(EC#)]
221-348-1 | [Molecular Formula]
C4H4N4O2 | [MDL Number]
MFCD00006103 | [Molecular Weight]
140.1 | [MOL File]
3073-77-6.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow fine crystalline powder | [Melting point ]
235-237 °C(lit.) | [Boiling point ]
256.57°C (rough estimate) | [density ]
1.5799 (rough estimate) | [refractive index ]
1.8010 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Dimethylformamide | [form ]
Fine Crystalline Powder | [pka]
0.04±0.10(Predicted) | [color ]
Light yellow | [Detection Methods]
HPLC | [InChIKey]
SSHFCFRJYJIJDV-UHFFFAOYSA-N | [CAS DataBase Reference]
3073-77-6(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-5-nitropyrimidine(3073-77-6) |
| Questions And Answer | Back Directory | [Synthesis]
Step 1: Add sodium nitromalondialdehyde monohydrate (2) (13.0 g, 0.1 mol) in H2O (100 mL) to a solution of 5-aminotetrazole monohydrate (10.9 g, 0.1 mol) in 2 N HCl (70 mL). Stir the reaction mixture for 30 minutes. Filter out the precipitated solid, wash with water and air dry. Volume 11.7 g (63%), yellow powder. Melting point 125-130°C (decomposes). Step 2: Reflux a solution of compound 4 (7.70 g, 42 mmol) in PhMe (50 mL) for 30 minutes using a Dean-Stark trap. Evaporate the solvent under reduced pressure; the oily product crystallizes upon cooling, suitable for further synthesis without purification. Yield 6.25 g (90%), pale yellow crystals. Melting point 56-58°C. Analytical grade azide 6 was obtained by sublimation of the crude product at 130–150°C (5 mm Hg). Step 3: Azide 6 (0.083 g, 0.5 mmol) was dissolved in MeCN (3 ml), and ammonia was allowed to flow through the solution for 5 minutes. The reaction mixture was kept at room temperature overnight. The precipitated solid was filtered off and then recrystallized from water. Yield: 0.043 g (61%), colorless crystals, 2-amino-5-nitropyrimidine. | [Application]
2-Amino-5-nitropyrimidine was first discovered in extremophilic bacteria. As a compatible solute that regulates cellular osmotic pressure, it helps microorganisms adapt to harsh environments such as high salt content. Therefore, 2-amino-5-nitropyrimidine shows broad commercial application prospects in many fields such as bioprotection, biomedicine, and biotechnology. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29335990 |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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