2,4-Dimethyl-5-nitropyridine

Base Information

• Chemical Name: 2,4-Dimethyl-5-nitropyridine
• CAS No.: 1074-99-3
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 2933399090
• European Community (EC) Number: 600-828-8
• DSSTox Substance ID: DTXSID60547486
• Nikkaji Number: J1.053.387B
• Wikidata: Q72471037
• Mol file: 1074-99-3.mol

Synonyms:2,4-Dimethyl-5-nitropyridine;1074-99-3;4,6-DIMETHYL-3-NITROPYRIDINE;2,4-dimethyl-5-nitro-pyridine;MFCD05982051;Pyridine, 2,4-dimethyl-5-nitro-;SCHEMBL843761;DTXSID60547486;GMAJNANLBOHCAU-UHFFFAOYSA-N;AMY19396;AKOS015911537;PS-6148;SY040568;CS-0061277;EN300-177574;A801715;A801735;J-640406;J-800122;W-200766;F0001-2424

Chemical Property of 2,4-Dimethyl-5-nitropyridine

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 20.5 °C
• Refractive Index: 1.551
• Boiling Point: 254.595 °C at 760 mmHg
• PKA: 2.57±0.18(Predicted)
• Flash Point: 107.775 °C
• PSA: 58.71000
• Density: 1.198 g/cm³
• LogP: 2.12980
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

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

2,4-Dimethyl-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1[N+](=O)[O-])C

Technology Process of 2,4-Dimethyl-5-nitropyridine

There total 5 articles about 2,4-Dimethyl-5-nitropyridine 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: 52.0%

2,4-lutidine (108-47-4) → 2,4-dimethyl-5-nitropyridine (1074-99-3)

Guidance literature:

2,4-lutidine; With nitric acid; trifluoroacetic anhydride; for 10h;

With sodium disulfite; for 24h;

DOI:10.1039/b413285h

Reference yield: 25.0%

2,4-lutidine (108-47-4) → 2,4-dimethyl-5-nitropyridine (1074-99-3) + 2,4-dimethyl-3-nitropyridine (1074-76-6)

Guidance literature:

With sulfuric acid; potassium nitrate; 1.) 0 deg C, 1 h, 2.) room temperature, 2 h, 3.) 100 deg C, 5 h, 4.) 130 deg C, 4h;

Reference yield:

2-chloro-4-methyl-5-nitro-pyridine (23056-33-9) + dihydroxy-methyl-borane (13061-96-6) → 2,4-dimethyl-5-nitropyridine (1074-99-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 110 ℃; for 6h; Inert atmosphere;

upstream raw materials:

2,4-lutidine

Trimethylboroxine

2-chloro-4-methyl-5-nitro-pyridine

dihydroxy-methyl-borane

Downstream raw materials:

5-amino-2,4-dimethylpyridine

5-bromo-2,4-dimethyl-pyridine

5-methyl-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl ester

2-amino-3-hydroxy-4,6-dimethylpyridine

Refernces

• 1、 Wishka, Donn G.,Walker, Daniel P.,Yates, Karen M.,Reitz, Steven C.,Jia, Shaojuan,Myers, Jason K.,Olson, Kirk L.,Jacobsen, E. Jon,Wolfe, Mark L.,Groppi, Vincent E.,Hanchar, Alexander J.,Thornburgh, Bruce A.,Cortes-Burgos, Luz A.,Wong, Erik H. F.,Staton, Brian A.,Raub, Thomas J.,Higdon, Nicole R.,Wall, Theron M.,Hurst, Raymond S.,Walters, Rodney R.,Hoffmann, William E.,Hajos, Mihaly,Franklin, Stanley,Carey, Galen,Gold, Lisa H.,Cook, Karen K.,Sands, Steven B.,Zhao, Sabrina X.,Soglia, John R.,Kalgutkar, Amit S.,Arneric, Stephen P.,Rogers, Bruce N.. "Discovery of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5- carboxamide, an agonist of the α7 nicotinic acetylcholine receptor, for the potential treatment of cognitive deficits in schizophrenia: Synthesis and structure-activity relationship". . p. 4425 - 4436. Retrieved 2006.
• 2、 Broadley, Kenneth J.,Burnell, Erica,Davies, Robin H.,Lee, Alan T. L.,Snee, Stephen,Thomas, Eric J.. "The synthesis of a series of adenosine A3 receptor agonists". . p. 3765 - 3781. Retrieved 2016/05/09.