3-Aminopyridine

Base Information

• Chemical Name: 3-Aminopyridine
• CAS No.: 462-08-8
• Deprecated CAS: 2376813-18-0
• Molecular Formula: C5H6N2
• Molecular Weight: 94.116
• Hs Code.: 2933.39
• European Community (EC) Number: 207-322-2
• NSC Number: 15040
• UNII: 69JE8P2L84
• DSSTox Substance ID: DTXSID9047461
• Nikkaji Number: J1.535K
• Wikipedia: 3-Aminopyridine
• Wikidata: Q4634118
• ChEMBL ID: CHEMBL25541
• Mol file: 462-08-8.mol

Synonyms:3-aminopyridine;3-aminopyridine monohydrochloride;beta-aminopyridine

Chemical Property of 3-Aminopyridine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 60-63 ºC(lit.)
• Refractive Index: 1.587
• Boiling Point: 251 ºC at 760 mmHg
• PKA: 6.04(at 25℃)
• Flash Point: 126 ºC
• PSA: 38.91000
• Density: 1.107 g/cm³
• LogP: 1.24500
• Storage Temp.: Poison room
• Sensitive.: Air Sensitive & Hygroscopic
• Solubility.: >1000g/l
• Water Solubility.: It is soluble in water as well as soluble in alcohol, benzene.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 94.053098200
• Heavy Atom Count: 7
• Complexity: 54

Purity/Quality:

99% ^*data from raw suppliers

3-Aminopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: T,Xi
• Statements: 23/24/25-33-36/37/38-25
• Safety Statements: 36/37/39-45-37/39-28B-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=CN=C1)N
• Uses: 3-Aminopyridine is a monosubstituted pyridine that shows convulsive effects on cortical Neurons. 3-Aminopyridine is used in the synthesis of of organic ligand 3-Pyridylnicotinamide. 3-Aminopyridine al ong with other aminopyridines have been shown to reversibly block voltage-dependent potassium channels, manufacture of pharmaceuticals and dyes. 3-Aminopyrodine is also used as an intermediate for agrochemicals, pharmaceuticals and colorants. These are involved in photosensitizer chemistry, luminescent materials, metal complex chemistry and liquid crystal. Aminopyridine is used as a monomer for polymerization. It is also used in the Production of cationic dyes and Apa amoxicillin sodium raw materials.

Technology Process of 3-Aminopyridine

There total 112 articles about 3-Aminopyridine 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: 99.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → pyridin-3-ylamine (462-08-8)

Guidance literature:

With cyclohexa-1,4-diene; 5%-palladium/activated carbon; In methanol; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.12.005

Reference yield: 99.0%

2-chloro-5-nitropyridine (4548-45-2) → pyridin-3-ylamine (462-08-8)

Guidance literature:

With cyclohexa-1,4-diene; 5%-palladium/activated carbon; In methanol; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.12.005

Reference yield: 99.0%

3-nitropyridine (2530-26-9) → pyridin-3-ylamine (462-08-8)

Guidance literature:

With hydrogen; In ethyl acetate; at 20 ℃; for 6h; under 7600.51 Torr; Autoclave;

DOI:10.1021/ol9001366

upstream raw materials:

3-Bromopyridine

6-Chloro-pyridin-3-ylamine

6-bromopyridine-3-amine

2-chloro-3-aminopyridine

Downstream raw materials:

N,N'-(3,3'-dipyridyl)thiourea

1,3-di-pyridin-2-yl-thiourea

(E)-3-(2-phenylvinyl)pyridine

1-(2-chloro-ethyl)-3-pyridin-3-yl-urea

Refernces

• 1、 Stockmann, Vegar,Bakke, Jan M.,Bruheim, Per,Fiksdahl, Anne. "Formation of new 4-isocyanobut-2-enenitriles by thermal ring cleavage of 3-pyridyl azides". . p. 3668 - 3672. Retrieved 2009.
• 2、 Lei, Yizhu,Chen, Zaifei,Lan, Guosong,Wang, Renshu,Zhou, Xiao-Yu. "Pd nanoparticles stabilized with phosphine-functionalized porous ionic polymer for efficient catalytic hydrogenation of nitroarenes in water". . p. 3681 - 3689. Retrieved 2020.
• 3、 Azadi, Sedigheh,Esmaeilpour, Mohsen,Sardarian, Ali Reza. "Magnetically‐recoverable Schiff base complex of Pd(II) immobilized on Fe3O4@SiO2 nanoparticles: an efficient catalyst for the reduction of aromatic nitro compounds to aniline derivatives". . p. 809 - 821. Retrieved 2021/07/20.
• 4、 Kalola, Anirudhdha G.,Prasad, Pratibha,Mokariya, Jaydeep A.,Patel, Manish P.. "A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride". supporting information. p. 3565 - 3589. Retrieved 2021/10/12.