1-Methyl-3,5-dinitro-1H-pyridin-2-one

Base Information

• Chemical Name: 1-Methyl-3,5-dinitro-1H-pyridin-2-one
• CAS No.: 14150-94-8
• Molecular Formula: C6H5 N3 O5
• Molecular Weight: 199.123
• Hs Code.: 2933399090
• European Community (EC) Number: 627-174-6
• DSSTox Substance ID: DTXSID10394381
• Nikkaji Number: J343.810D
• Wikidata: Q72490303
• Mol file: 14150-94-8.mol

Synonyms:14150-94-8;1-METHYL-3,5-DINITRO-1H-PYRIDIN-2-ONE;1-Methyl-3,5-dinitropyridin-2(1H)-one;1-methyl-3,5-dinitro-1,2-dihydropyridin-2-one;1-methyl-3,5-dinitropyridin-2-one;2(1H)-Pyridinone, 1-methyl-3,5-dinitro-;1-Methyl-3,5-dinitro-2-pyridone;MFCD00456280;1-methyl-3,5-dinitro-2(1H)-Pyridinone;1-methyl-3,5-dinitropyridine-2(1H)-one;1-methyl-3,5-dinitro-pyridin-2-one;SCHEMBL397235;1-methyl-3,5-dinitro-pyridone;DTXSID10394381;QARVELJVEBLWGK-UHFFFAOYSA-N;BCP21947;3,5-Dinitro-1-methylpyridin-2-one;AKOS015850754;AKOS015912673;CS-W013205;PB29077;1-Methyl-3,5-dinitro-2(1H)-pyridone;AC-22636;AS-18109;SY023535;A3054;AM20061842;FT-0649251;M2820;EN300-118065;1-Methyl-3,5-dinitropyridin-2(1H)-one, 97%;Q-101043

Chemical Property of 1-Methyl-3,5-dinitro-1H-pyridin-2-one

Chemical Property:

• Vapor Pressure: 0.00219mmHg at 25°C
• Melting Point: 174-178℃
• Refractive Index: 1.612
• Boiling Point: 289.5oC at 760 mmHg
• PKA: -8.36±0.62(Predicted)
• Flash Point: 128.9oC
• PSA: 113.64000
• Density: 1.6g/cm3
• LogP: 1.24810
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 199.02292027
• Heavy Atom Count: 14
• Complexity: 372

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-3,5-dinitro-1H-pyridin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=C(C1=O)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1-Methyl-3,5-dinitro-1H-pyridin-2-one

There total 21 articles about 1-Methyl-3,5-dinitro-1H-pyridin-2-one 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: 56.0%

2-hydroxy-3,5-dinitropyridine (2980-33-8,222548-10-9) + methyl iodide (74-88-4) → 3,5-dinitro-1-methyl-2-pyridone (14150-94-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃;

Reference yield: 30.0%

1-methyl-2-pyridone (694-85-9,859803-97-7) → 3,5-dinitro-1-methyl-2-pyridone (14150-94-8)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1016/j.bmcl.2006.07.064

Reference yield:

1-methyl-2-pyridone (694-85-9,859803-97-7) → 1-methyl-5-nitro-2(1H)-pyridone (32896-90-5) + 3,5-dinitro-1-methyl-2-pyridone (14150-94-8)

Guidance literature:

With palladium diacetate; sodium nitrite; In acetic acid; for 7h; Heating;

DOI:10.1246/bcsj.56.2171

upstream raw materials:

1-methyl-3-nitropyridin-2(1H)-one

1-methyl-5-nitro-2(1H)-pyridone

2-hydroxy-3,5-dinitropyridine

1-methyl-2-pyridone

Downstream raw materials:

6,7-dihydro-3-nitro-5H-cyclopentapyridine

2-isopropyl-5-nitropyridine

5-nitro-2,3-diphenylpyridine

3-methyl-5-nitro-2-phenylpyridine

Refernces

• 1、 Itahara,Ebihara,Kawasaki. "NITRATION OF AROMATIC HETEROCYCLES WITH PALLADIUM(II) ACETATE AND SODIUM NITRITE.". . p. 2171 - 2172. Retrieved 1983.
• 2、 -. "Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases". Paragraph 0698. . Retrieved 2015/09/22.
• 3、 -. "Substituted Bicyclic Aromatic Carboxamide and Urea Compounds as Vanilloid Receptor Ligands". Paragraph 0360-0361. . Retrieved 2013/03/26.