3-Methyl-5-nitropicolinonitrile

Base Information

• Chemical Name: 3-Methyl-5-nitropicolinonitrile
• CAS No.: 65169-63-3
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.136
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60496642
• Wikidata: Q82345635
• Mol file: 65169-63-3.mol

Synonyms:3-methyl-5-nitropicolinonitrile;65169-63-3;2-Cyano-3-methyl-5-nitropyridine;3-methyl-5-nitropyridine-2-carbonitrile;3-methyl-5-nitro-pyridine-2-carbonitrile;MFCD07375120;2-Pyridinecarbonitrile, 3-methyl-5-nitro-;SCHEMBL1663737;DTXSID60496642;KMSQJNWARXZFII-UHFFFAOYSA-N;BCP17703;AKOS006286566;AB41216;CS-W007292;3-methyl-5-nitro-2-pyridinecarbonitrile;AS-19700;AM20061410;FT-0652745;A834990;J-509191

Chemical Property of 3-Methyl-5-nitropicolinonitrile

Chemical Property:

• Melting Point: 75-76 °C(Solv: hexane (110-54-3))
• Boiling Point: 366.602 °C at 760 mmHg
• PKA: -4.06±0.20(Predicted)
• Flash Point: 175.515 °C
• PSA: 82.50000
• Density: 1.346 g/cm³
• LogP: 1.69308
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-3-methyl-5-nitropyridine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1C#N)[N+](=O)[O-]

Technology Process of 3-Methyl-5-nitropicolinonitrile

There total 4 articles about 3-Methyl-5-nitropicolinonitrile 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: 57.0%

2-cyano-3-methylpyridine (20970-75-6) → 3-methyl-5-nitropyridine-2-carbonitrile (65169-63-3)

Guidance literature:

With tert-butyl methyl ether; tetrabutylammonium nitrate; trifluoroacetic anhydride; at 20 ℃; for 60h;

DOI:10.1016/S0968-0896(99)00103-0

Reference yield: 40.0%

2-cyano-3-methylpyridine (20970-75-6) + tetrabutylammonium nitrate (1941-27-1) → 3-methyl-5-nitropyridine-2-carbonitrile (65169-63-3)

Guidance literature:

With trifluoroacetic anhydride; In tert-butyl methyl ether; at 4 - 20 ℃; for 60h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00246

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) + copper(I) cyanide (544-92-3) → 3-methyl-5-nitropyridine-2-carbonitrile (65169-63-3)

Guidance literature:

In N,N-dimethyl acetamide; at 200 ℃; for 2h; Microwave irradiation;

upstream raw materials:

2-cyano-3-methylpyridine

2-chloro-3-methyl-5-nitropyridine

copper(I) cyanide

tetrabutylammonium nitrate

Downstream raw materials:

5-bromo-3-[2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide

5-bromo-3-methylpyridine-2-carbonitrile

5-bromo-3-(2-o-tolyl-ethyl)-pyridine-2-carbonitrile

5-bromo-3-(2-m-tolyl-ethyl)-pyridine-2-carbonitrile

Refernces

• 1、 -. "N-[2-(3-AMINO-2,5-DIMETHYL-1,1-DIOXIDO-5,6-DIHYDRO-2H-1,2,4-THIADIAZIN-5-YL)-1,3-THIAZOL-4-YL] AMIDES USEFUL AS BACE INHIBITORS". Page/Page column 57; 58. . Retrieved 2017/04/11.
• 2、 -. "N-[2-(2-AMINO-6,6-DISUBSTITUTED-4, 4A, 5, 6-TETRAHYDROPYRANO [3,4-D][1,3] THIAZIN-8A (8H)-YL) -1, 3-THIAZOL-4-YL] AMIDES". Page/Page column 99. . Retrieved 2017/04/11.