2-Aminopyridine

Base Information

• Chemical Name: 2-Aminopyridine
• CAS No.: 504-29-0
• Deprecated CAS: 102769-74-4,29212-31-5,45505-67-7,2222571-76-6,29212-31-5,45505-67-7
• Molecular Formula: C5H6N2
• Molecular Weight: 94.116
• Hs Code.: 29333999
• European Community (EC) Number: 207-988-4
• ICSC Number: 0214
• NSC Number: 431
• UN Number: 2671
• UNII: WSX981HEWU
• DSSTox Substance ID: DTXSID0024505
• Nikkaji Number: J1.569E
• Wikipedia: 2-Aminopyridine
• Wikidata: Q2393470
• Metabolomics Workbench ID: 127052
• ChEMBL ID: CHEMBL21619
• Mol file: 504-29-0.mol

Synonyms:2-aminopyridine;alpha-aminopyridine;alpha-aminopyridine, hydrochloride;alpha-aminopyridine, mononitrate;alpha-aminopyridine, sulfate;ortho-aminopyridine

Chemical Property of 2-Aminopyridine

Chemical Property:

• Appearance/Colour: cream to light yellow-beige crystalline powder
• Vapor Pressure: 0.191mmHg at 25°C
• Melting Point: 59 °C
• Refractive Index: 1.5560 (estimate)
• Boiling Point: 210.6 °C at 760 mmHg
• PKA: 6.82(at 20℃)
• Flash Point: 98.7 °C
• PSA: 38.91000
• Density: 1.107g/cm3
• LogP: 1.24500
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Sensitive.: Hygroscopic
• Solubility.: 890g/l
• Water Solubility.: Slightly soluble. 1-5 g/100 mL at 19 ºC
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 94.053098200
• Heavy Atom Count: 7
• Complexity: 54
• Transport DOT Label: Poison

Purity/Quality:

99% min ^*data from raw suppliers

2-Aminopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 21-25-36/37/38-23/24/25
• Safety Statements: 26-36/37/39-45-38-28B

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=NC(=C1)N
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the central nervous system. This may result in convulsions and respiratory depression. Exposure could cause an increase in blood pressure. Exposure far above the OEL could cause death.
• Uses: 2-Aminopyridine is used primarily in the pharmaceutical industry as an intermediate in chemical synthesis. It is used to manufacturing analgesic and anti-inflammatory drugs piroxicam and lornoxicam. 2-Aminopyridine is a basic building block of several heterocyclic compounds and Schiff bases. It has been shown to reversibly block voltage-dependent potassium channels, and is also a common impurity from the synthesis of compounds found in hair dyes. It is a derivatizing agent which can be used as a fluorescent label for oligosaccharide detection, chromatographic separation, fluorometric or mass spectrometric analysis. 2AP and its derivatives are good candidates for antimicrobial, anticorrosion and molecular sensing applications.

Technology Process of 2-Aminopyridine

There total 186 articles about 2-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: 100.0%

2-bromo-pyridine (109-04-6) → 2-aminopyridine (504-29-0)

Guidance literature:

With [Cu₂(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF₃COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate; In water; at 110 - 120 ℃; for 16h; Sealed tube;

DOI:10.1016/j.catcom.2012.11.027

Reference yield: 97.0%

pyridine-2-azide (39910-65-1) → 2-aminopyridine (504-29-0)

Guidance literature:

With iron(III) oxide; hydrazine hydrate; In water; at 120 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c2cy20776a

Reference yield: 96.0%

2-chloropyridine (109-09-1) → 2-aminopyridine (504-29-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; at 65 ℃; for 15h;

DOI:10.1021/ol0166808

upstream raw materials:

pyridine

2-chloropyridine

2-bromo-pyridine

pyridine-2-carbohydroxamic acid

Downstream raw materials:

1-(2-hydroxy-ethyl)-1H-pyridin-2-one-imine

N,N'-di-[2]pyridyl-benzene-1,4-disulfonamide

3-oxo-N-(pyrid-2-yl)butyramide

di(pyridin-2-yl)amine

Refernces

• 1、 Adams,Pachter. "-". . p. 4906. Retrieved 1952.
• 2、 Xu, Mengyin,Wang, Yang,Zhou, Yifeng,Yao, Zi-Jian. "N,N-Chelate nickel(II) complexes bearing Schiff base ligands as efficient hydrogenation catalysts for amine synthesis". . . Retrieved 2021/12/09.
• 3、 Unglaube, Felix,Kreyenschulte, Carsten Robert,Mejía, Esteban. "Development and Application of Efficient Ag-based Hydrogenation Catalysts Prepared from Rice Husk Waste". . p. 2583 - 2591. Retrieved 2021/04/09.