2-Amino-5-nitropyrimidine

Base Information

• Chemical Name: 2-Amino-5-nitropyrimidine
• CAS No.: 3073-77-6
• Molecular Formula: C4H4N4O2
• Molecular Weight: 140.101
• Hs Code.: 29335990
• European Community (EC) Number: 221-348-1
• NSC Number: 48065,37682
• DSSTox Substance ID: DTXSID00184753
• Nikkaji Number: J4.355I
• Wikidata: Q72440152
• Mol file: 3073-77-6.mol

Synonyms:2-Amino-5-nitropyrimidine;3073-77-6;5-Nitropyrimidin-2-amine;2-Pyrimidinamine, 5-nitro-;MFCD00006103;C4H4N4O2;NSC 37682;EINECS 221-348-1;NSC 48065;AI3-50815;5-NITRO-PYRIMIDIN-2-YLAMINE;amino-5-nitropyrimidine;2-amino-5-nitropyrimdin;5-Nitro-2-pyrimidinamine;5-Nitro-2-pyrimidinamine #;2-amino-5-(nitro)pyrimidine;SCHEMBL438963;AMY300;SSHFCFRJYJIJDV-UHFFFAOYSA-;DTXSID00184753;2-Amino-5-nitropyrimidine, 98%;C4-H4-N4-O2;CS-D0801;NSC37682;NSC48065;GEO-00193;NSC-37682;NSC-48065;AKOS000265073;AB00586;PS-3028;AC-24741;SY021547;FT-0611186;A18615;EN300-171866;AB-323/25048283;W-106930

Chemical Property of 2-Amino-5-nitropyrimidine

Chemical Property:

• Appearance/Colour: light yellow fine crystalline powder
• Vapor Pressure: 1.1E-06mmHg at 25°C
• Melting Point: 235-237 °C(lit.)
• Refractive Index: 1.659
• Boiling Point: 402.4 °C at 760 mmHg
• PKA: 0.04±0.10(Predicted)
• Flash Point: 197.1 °C
• PSA: 97.62000
• Density: 1.556 g/cm³
• LogP: 1.07140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Dimethylformamide
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 140.03342538
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-nitropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NC(=N1)N)[N+](=O)[O-]

Technology Process of 2-Amino-5-nitropyrimidine

There total 7 articles about 2-Amino-5-nitropyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-Chloro-5-nitropyrimidine (10320-42-0) → 5-nitropyrimidin-2-amine (3073-77-6)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm4017762

Reference yield: 64.0%

5-nitropyrimidine (14080-32-1) → 5-nitropyrimidin-2-amine (3073-77-6)

Guidance literature:

With CYANAMID; triethylamine; In ethanol; at 85 - 90 ℃; for 15h;

DOI:10.1021/jo00345a036

Reference yield: 49.0%

o-methylisourea hydrochloride (5329-33-9) + 5-nitropyrimidine (14080-32-1) → 5-nitropyrimidin-2-amine (3073-77-6) + 5-nitro-2-methoxypyrimidine (14001-69-5)

Guidance literature:

With triethylamine; In methanol; for 20h; Ambient temperature;

DOI:10.1021/jo00345a036

upstream raw materials:

2-nitromalonaldehyde

diguanidine carbonate

o-methylisourea hydrochloride

5-nitropyrimidine

Downstream raw materials:

N-(5-nitropyrimidin-2-yl)-4-(trifluoromethyl)benzamide

N-(5-nitropyrimidin-2-yl)-2-(trifluoromethyl)benzamide

4-(5-nitropyrimidin-2-ylamino)-N-(2-hydroxyethyl)-N-isopropylbenzamide

(5-nitro-pyrimidin-2-yl)-[3-(3-pyrrolidin-1-yl-propyl)-phenyl]-amine

Refernces

• 1、 Plas, Henk C. van der,Charushin, Valery N.,Veldhuizen, Beb van. "? Adducts of 5-Nitropyrimidines with Liquid Ammonia and Their Oxidation into Aminonitropyrimidines". . p. 1354 - 1357. Retrieved 2007/10/02.