5-Nitropicolinonitrile

Base Information

• Chemical Name: 5-Nitropicolinonitrile
• CAS No.: 100367-55-3
• Molecular Formula: C6H3N3O2
• Molecular Weight: 149.109
• Hs Code.: 2933399090
• European Community (EC) Number: 631-163-1
• DSSTox Substance ID: DTXSID80437411
• Nikkaji Number: J1.825.098E
• Wikidata: Q72458687
• Mol file: 100367-55-3.mol

Synonyms:5-Nitropicolinonitrile;100367-55-3;2-Cyano-5-nitropyridine;5-nitropyridine-2-carbonitrile;5-nitro-2-pyridinecarbonitrile;MFCD07368184;5-Nitro-picolinonitrile;SCHEMBL4016419;DTXSID80437411;YZDHDHMJKCKESU-UHFFFAOYSA-N;AMY33600;AKOS006285810;AC-6784;CS-W003373;DS-0629;PB15869;2-PYRIDINECARBONITRILE, 5-NITRO-;SY013181;FT-0647746;EN300-82649;A800111;J-517883;METHYL6-[(AMINOCARBONOTHIOYL)AMINO]HEXANOATE

Chemical Property of 5-Nitropicolinonitrile

Chemical Property:

• Appearance/Colour: Green solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 43 °C
• Refractive Index: 1.583
• Boiling Point: 344.557 °C at 760 mmHg
• PKA: -4.35±0.10(Predicted)
• Flash Point: 162.183 °C
• PSA: 82.50000
• Density: 1.418 g/cm³
• LogP: 1.38468
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Ethyl Acetate, Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 149.022526347
• Heavy Atom Count: 11
• Complexity: 202

Purity/Quality:

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

2-Cyano-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])C#N
• Uses: 2-Cyano-5-nitropyridine can be used as a useful synthetic intermediate.

Technology Process of 5-Nitropicolinonitrile

There total 10 articles about 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: 90.8%

2-bromo-5-nitropyridine (4487-59-6) + copper(l) cyanide → 5-nitropyridine-2-carbonitrile (100367-55-3)

Guidance literature:

In N,N-dimethyl-formamide; for 16h; Reflux;

Reference yield: 85.0%

2-bromo-5-nitropyridine (4487-59-6) + sodium cyanide (143-33-9,25596-52-5) + copper(I) cyanide (544-92-3) → 5-nitropyridine-2-carbonitrile (100367-55-3)

Guidance literature:

In N,N-dimethyl-formamide; for 1.5h; Heating;

DOI:10.1021/jm701191z

Reference yield: 66.0%

2-bromo-5-nitropyridine (4487-59-6) → 5-nitropyridine-2-carbonitrile (100367-55-3)

Guidance literature:

CuCN; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-nitropyridine-2-carboxamide

2-bromo-5-nitropyridine

copper(I) cyanide

2-Cyanopyridine

Downstream raw materials:

5-nitro-N-(4-trifluoromethylphenyl)-2-pyridinecarboxamide

C₁₃H₁₀F₃N₃O

5-aminopyridine-2-carboxylic acid amide

5-amino-2-cyanopyridine

Refernces

• 1、 Murashima, Takashi,Nishi, Keiji,Nakamoto, Ken-ichi,Kato, Atsushi,Tamai, Ryuji,Uno, Hidemitsu,Ono, Noboru. "Preparation of novel heteroisoindoles from nitropyridines and nitropyridones". . p. 301 - 310. Retrieved 2002.
• 2、 -. "Preparation method of 2-nitrile-5-hydroxypyridine". Paragraph 0021; 0022; 0023. . Retrieved 2017/08/29.
• 3、 Stover, James S.,Shi, Jin,Jin, Wei,Vogt, Peter K.,Boger, Dale L.. "Discovery of inhibitors of aberrant gene transcription from libraries ofdna binding molecules: Inhibition of LEF-1-mediated gene transcription and oncogenic transformation". supporting information; experimental part. p. 3342 - 3348. Retrieved 2009/07/30.