2-Amino-3-nitro-4-picoline

Base Information

• Chemical Name: 2-Amino-3-nitro-4-picoline
• CAS No.: 6635-86-5
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Hs Code.: 29333999
• European Community (EC) Number: 626-702-2
• NSC Number: 52453
• DSSTox Substance ID: DTXSID80287771
• Nikkaji Number: J2.876.092B,J81.259E
• Wikidata: Q27453428
• ChEMBL ID: CHEMBL3981727
• Mol file: 6635-86-5.mol

Synonyms:4-Picoline,2-amino-3-nitro- (8CI);(4-Methyl-3-nitropyridin-2-yl)amine;2-Amino-4-methyl-3-nitropyridine;4-Methyl-3-nitro-2-aminopyridine;4-Methyl-3-nitro-2-pyridinamine;NSC 52453;2-Amino-3-nitro-4-picoline;2-Amino-3-nitro-4-methylpyridine;

Chemical Property of 2-Amino-3-nitro-4-picoline

Chemical Property:

• Appearance/Colour: light yellow crystal powder
• Vapor Pressure: 0.000756mmHg at 25°C
• Melting Point: 136-140 °C(lit.)
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 306.8 °C at 760 mmHg
• PKA: 2.97±0.47(Predicted)
• Flash Point: 139.3 °C
• PSA: 84.73000
• Density: 1.354 g/cm³
• LogP: 1.98480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-methyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1)N)[N+](=O)[O-]
• Uses: 2-Amino-4-methyl-3-nitropyridine was used in the synthesis of 2-amino-5-hydroxy-4-methyl-3-nitropyridine, 2-amino-4-hydroxymethyl-3-nitropyridine and 2-amino-4-methyl-3-nitropyridine-1-oxide by undergoing biotransformation by Cunninghamella elegans ATCC 26269.

Technology Process of 2-Amino-3-nitro-4-picoline

There total 5 articles about 2-Amino-3-nitro-4-picoline 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: 27.0%

2-Amino-4-methylpyridine (695-34-1) → 2-amino-5-nitro-4-picoline (21901-40-6) + 2-amino-4-methyl-3-nitropyridine (6635-86-5,67476-70-4)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 70 ℃; for 4h;

DOI:10.1016/j.saa.2012.07.121

Reference yield: 4.2%

4-methyl-2-nitraminopyridine (33245-30-6) → 2-amino-5-nitro-4-picoline (21901-40-6) + 2-amino-4-methyl-3-nitropyridine (6635-86-5,67476-70-4)

Guidance literature:

In methanol; for 0.416667h; Irradiation;

Reference yield:

4-methyl-2-nitraminopyridine (33245-30-6) → 4-methyl-1H-pyridin-2-one (13466-41-6) + 2-amino-5-nitro-4-picoline (21901-40-6) + 2-amino-4-methyl-3-nitropyridine (6635-86-5,67476-70-4)

Guidance literature:

With sulfuric acid; at 75 ℃; for 2h; Mechanism; other pyridine nitramines, var. acid concentrations, var. temp., var. time;

upstream raw materials:

2-Amino-4-methylpyridine

4-methyl-2-nitraminopyridine

sulfuric acid

Downstream raw materials:

7-methyl-8-nitroimidazo[1,2-a]pyridine

2-hydroxy-4-methyl-3-nitropyridine

4-methyl-2,3-diaminopyridine

Refernces

• 1、 Bryndal,Kucharska,Sasiadek,Wandas,Lis,Lorenc,Hanuza. "Molecular and crystal structures, vibrational studies and quantum chemical calculations of 3 and 5-nitroderivatives of 2-amino-4-methylpyridine". . p. 952 - 962. Retrieved 2012/11/07.
• 2、 Bhattacharya, Apurba,Purohit, Vikram C.,Deshpande, Prashant,Pullockaran, Annie,Grosso, John A.,DiMarco, John D.,Gougoutas, Jack Z.. "An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate". . p. 885 - 888. Retrieved 2012/12/30.