2-Amino-3-methyl-5-nitropyridine

Base Information

• Chemical Name: 2-Amino-3-methyl-5-nitropyridine
• CAS No.: 18344-51-9
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Hs Code.: 29333990
• European Community (EC) Number: 623-204-7
• DSSTox Substance ID: DTXSID80370314
• Nikkaji Number: J82.737A
• Wikidata: Q72439739
• Mol file: 18344-51-9.mol

Synonyms:2-Amino-3-methyl-5-nitropyridine;18344-51-9;2-Amino-5-nitro-3-picoline;3-methyl-5-nitropyridin-2-amine;MFCD03095060;2-Amino-5-nitro-3-methylpyridine;3-Methyl-5-Nitro-Pyridine-2-Ylamine;SCHEMBL913434;3-methyl-5nitro-2-aminopyridine;JLPYUDJJBGYXEZ-UHFFFAOYSA-;AMY6349;DTXSID80370314;JLPYUDJJBGYXEZ-UHFFFAOYSA-N;BCP22231;3-methyl-5-nitro-pyridin-2-ylamine;AKOS005257701;AB13441;3-METHYL-5-NITRO-2-PYRIDINAMINE;2-Amino-3-methyl-5-nitropyridine, 97%;AC-27507;DS-10925;SY014360;2-PYRIDINAMINE, 3-METHYL-5-NITRO-;A4055;CS-0059204;FT-0637677;EN300-123243;O10648;J-507797;InChI=1/C6H7N3O2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3H,1H3,(H2,7,8)

Chemical Property of 2-Amino-3-methyl-5-nitropyridine

Chemical Property:

• Appearance/Colour: White to yellow crystalline powder.
• Vapor Pressure: 1.8E-05mmHg at 25°C
• Melting Point: 249-253 °C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 363.5 °C at 760 mmHg
• PKA: 3.13±0.49(Predicted)
• Flash Point: 173.6 °C
• PSA: 84.73000
• Density: 1.354 g/cm³
• LogP: 1.98480
• Storage Temp.: Room temperature.
• XLogP3: 0.7
• 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-3-methyl-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-41-22
• Safety Statements: 36/37/39-26-22-39-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1N)[N+](=O)[O-]

Technology Process of 2-Amino-3-methyl-5-nitropyridine

There total 7 articles about 2-Amino-3-methyl-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: 59.0%

3-methyl-5-nitropyridine (6960-20-9) → 2-amino-3-methyl-5-nitropyridine (18344-51-9)

Guidance literature:

With 4-amino-1,2,4-triazole; potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 5h;

DOI:10.1039/b008660f

Reference yield: 35.0%

3-methylpyridin-2-ylamine (1603-40-3) → 2-amino-3-methyl-5-nitropyridine (18344-51-9)

Guidance literature:

3-methylpyridin-2-ylamine; With sulfuric acid; nitric acid; at 0 - 50 ℃;

With ammonia; In water; at 20 ℃;

Reference yield: 33.0%

propionamidine hydrochloride (3599-89-1) + 5-nitropyrimidine (14080-32-1) → 2-amino-3-methyl-5-nitropyridine (18344-51-9) + 2-ethyl-5-nitropyrimidine (79899-27-7)

Guidance literature:

With triethylamine; In ethanol; for 3h; Product distribution; Heating; var. amidines, time, solv. and temp.;

DOI:10.1021/jo00345a036

upstream raw materials:

3-methylpyridin-2-ylamine

3-methyl-2-nitraminopyridine

propionamidine hydrochloride

5-nitropyrimidine

Downstream raw materials:

N-(3-methyl-5-nitro-[2]pyridyl)-benzenesulfonamide

2-hydroxy-3-methyl-5-nitropyridine

2-chloro-3-methyl-5-nitropyridine

5-methyl-3-fluoropyridine

Refernces

• 1、 -. "Heterocyclic FXR binding compounds". Page/Page column 36. . Retrieved 2008/06/13.
• 2、 Sepiol, Jadwiga,Tomasik, Piotr. "SYNTHESES WITH AROMATIC NITRAMINES, VI SUBSTITUENT EFFECT IN THE PHOTOLYTIC REARRANGEMENT OF NITRAMINOPYRIDINES". . p. 333 - 338. Retrieved 2007/10/02.