ChemicalBook--->CAS DataBase List--->3073-77-6

3073-77-6

3073-77-6 Structure

3073-77-6 Structure
IdentificationMore
[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 PropertiesBack 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 AnswerBack 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 DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium nitrite-->Piperidine-->Pentane-->Guanidine hydrochloride-->Mucobromic acid-->2-methoxy-5-nitropyrimidine-->Pyrimidine, 5-nitro- (8CI,9CI)-->O-Methylisourea hydrochloride
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-5-nitropyrimidine(3073-77-6).msds
Hazard InformationBack Directory
[Chemical Properties]

light yellow fine crystalline powder
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-5-nitropyrimidine(3073-77-6)MS
2-Amino-5-nitropyrimidine(3073-77-6)1HNMR
2-Amino-5-nitropyrimidine(3073-77-6)13CNMR
2-Amino-5-nitropyrimidine(3073-77-6)IR1
2-Amino-5-nitropyrimidine(3073-77-6)IR2
2-Amino-5-nitropyrimidine(3073-77-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Amino-5-nitropyrimidine, 97%(3073-77-6)
[Alfa Aesar]

2-Amino-5-nitropyrimidine, 97%(3073-77-6)
[Sigma Aldrich]

3073-77-6(sigmaaldrich)
[TCI AMERICA]

2-Amino-5-nitropyrimidine,>98.0%(GC)(3073-77-6)
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