3-Amino-6-cyanopyridine

Base Information

• Chemical Name: 3-Amino-6-cyanopyridine
• CAS No.: 55338-73-3
• Molecular Formula: C6H5N3
• Molecular Weight: 119.126
• Hs Code.: 2933399990
• European Community (EC) Number: 677-663-3
• DSSTox Substance ID: DTXSID30397657
• Wikidata: Q72435120
• Mol file: 55338-73-3.mol

Synonyms:3-Amino-6-cyanopyridine;55338-73-3;5-aminopicolinonitrile;5-Amino-2-cyanopyridine;5-aminopyridine-2-carbonitrile;5-Amino-2-pyridinecarbonitrile;5-Amino-2-cyano-pyridine;2-Pyridinecarbonitrile, 5-amino-;2-cyano-5-aminopyridine;MFCD03093956;5-amino-2-cyano pyridine;SCHEMBL42349;5-amino-pyridine-2-carbonitrile;DTXSID30397657;IFOXWHQFTSCNQB-UHFFFAOYSA-N;BCP26820;AM1075;5-Amino-2-pyridinecarbonitrile, 96%;AKOS005137887;AC-6595;CS-W016585;PB14307;BP-10408;SY020835;TS-01610;A8016;FT-0640303;EN300-66901;J-511672;5-Amino-2-cyanopyridine pound>>3-Amino-6-cyanopyridine;Z1065674734

Chemical Property of 3-Amino-6-cyanopyridine

Chemical Property:

• Appearance/Colour: brown powder
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Melting Point: 148-152 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 368.2 °C at 760 mmHg
• PKA: 0.61±0.10(Predicted)
• Flash Point: 176.5 °C
• PSA: 62.70000
• Density: 1.23 g/cm³
• LogP: 1.11668
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 119.048347172
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

5-Aminopicolinonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1N)C#N
• Uses: 5-Amino-2-pyridinecarbonitrile (5-Amino-2-cyanopyridine) may be used to synthesize 5-amino-2-pyridine.

Technology Process of 3-Amino-6-cyanopyridine

There total 4 articles about 3-Amino-6-cyanopyridine 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: 91.3%

5-nitropyridine-2-carbonitrile (100367-55-3) → 5-amino-2-cyanopyridine (55338-73-3)

Guidance literature:

With carbamic Acid; palladium 10% on activated carbon; In methanol; for 16h; Reflux;

Reference yield: 88.0%

→ 5-amino-2-cyanopyridine (55338-73-3)

Guidance literature:

Reference yield:

2-bromo-5-nitropyridine (4487-59-6) → 5-amino-2-cyanopyridine (55338-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / dimethylformamide / 2 h / 100 - 110 °C

2: 88 percent / H₂ / 10percent Pd/C / dioxane / 3 h

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

5-nitropyridine-2-carbonitrile

2-bromo-5-nitropyridine

5-nitro-2-hydroxypyridine

Downstream raw materials:

5-amino-6-bromopyridine-2-carbonitrile

5-amino-pyridine-2-carboxylic acid

phenyl (6-cyanopyridin-3-yl)carbamate

5-isocyanatopicolinonitrile

Refernces

• 1、 -. "QUINOLINE COMPOUNDS AS MODULATORS OF RAGE ACTIVITY AND USES THEREOF". Paragraph 00384. . Retrieved 2017/11/15.
• 2、 Amato, George,Roeloffs, Rosemarie,Rigdon, Greg C.,Antonio, Brett,Mersch, Theresa,McNaughton-Smith, Grant,Wickenden, Alan D.,Fritch, Paul,Suto, Mark J.. "N -pyridyl and pyrimidine benzamides as KCNQ2/Q3 potassium channel openers for the treatment of epilepsy". scheme or table. p. 481 - 484. Retrieved 2011/08/22.