3-Methoxy-2-nitropyridine

Base Information

• Chemical Name: 3-Methoxy-2-nitropyridine
• CAS No.: 20265-37-6
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID70339415
• Wikidata: Q72517332
• Mol file: 20265-37-6.mol

Synonyms:3-Methoxy-2-nitropyridine;20265-37-6;2-Nitro-3-methoxypyridine;MFCD00222276;PYRIDINE, 3-METHOXY-2-NITRO-;3-methoxy-2-nitro-pyridine;3-methoxy-2-nitropyridin;2-Nitro-2-methoxypyridine;SCHEMBL8437;3-methoxy-2-nitro pyridine;2-Nitro-3-Methoxy Pyridine;3-Methoxy-2-nitropyridine #;3-(methyloxy)-2-nitropyridine;DTXSID70339415;3-Methoxy-2-nitropyridine, 98%;BBL009976;STK801374;AKOS005254580;AB04964;AC-8283;CS-W016273;PS-6150;SY014533;A4410;AM20070082;FT-0615971;M1359;EN300-204103;O11028;Q-102656

Chemical Property of 3-Methoxy-2-nitropyridine

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 0.00101mmHg at 25°C
• Melting Point: 73-76 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 311.8 °C at 760 mmHg
• PKA: -6.34±0.10(Predicted)
• Flash Point: 142.4 °C
• PSA: 67.94000
• Density: 1.3 g/cm³
• LogP: 1.52160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxy-2-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(N=CC=C1)[N+](=O)[O-]

Technology Process of 3-Methoxy-2-nitropyridine

There total 11 articles about 3-Methoxy-2-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: 90.9%

3-hydroxy-2-nitropyridine (15128-82-2) + methyl iodide (74-88-4) → 3-methoxy-2-nitropyridine (20265-37-6)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 0.333333h;

DOI:10.1016/0040-4020(96)00743-0

Reference yield: 80.0%

(3-methoxypyridin-2-yl)boronic acid (500707-34-6) → 3-methoxy-2-nitropyridine (20265-37-6)

Guidance literature:

With zirconium(IV) oxynitrate hydrate; iodine; In toluene; at 20 ℃; for 11h; Inert atmosphere;

DOI:10.1002/aoc.4951

Reference yield: 61.0%

3-hydroxy-2-nitropyridine (15128-82-2) + dimethyl sulfate (77-78-1) → 3-methoxy-2-nitropyridine (20265-37-6)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

DOI:10.1071/CH9951031

upstream raw materials:

3-methoxypyridine

3-hydroxy-2-nitropyridine

dimethyl sulfate

methyl iodide

Downstream raw materials:

3-methoxypyridin-2-amine

1-hydroxy-7-aza-benzotriazole

2-amino-3-<(phenylmethyl)amino>pyridine

2-phenyl-1H-imidazo<4,5-b>pyridine

Refernces

• 1、 Mahanta, Abhijit,Gour, Nanda Kishor,Sarma, Plaban Jyoti,Borah, Raju Kumar,Raul, Prasanta Kumar,Deka, Ramesh Chandra,Thakur, Ashim Jyoti,Bora, Utpal. "A convenient room temperature ipso-nitration of arylboronic acid catalysed by molecular iodine using zirconium oxynitrate as nitrating species: An experimental and theoretical investigation". . . Retrieved 2019/05/15.
• 2、 Brooks, Gerald,Dabbs, Steven,Davies, David T.,Hennessy, Alan J.,Jones, Graham E.,Markwell, Roger E.,Miles, Timothy J.,Owston, Nathan A.,Pearson, Neil D.,Peng, Tony W.. "The design of efficient and selective routes to pyridyl analogues of 3-oxo-3,4-dihydro-2H-1,4-(benzothiazine or benzoxazine)-6-carbaldehydes". scheme or table. p. 5035 - 5037. Retrieved 2011/01/04.