2,6-Diaminopyridine

Base Information

• Chemical Name: 2,6-Diaminopyridine
• CAS No.: 141-86-6
• Molecular Formula: C5H7N3
• Molecular Weight: 109.131
• Hs Code.: 29333999
• European Community (EC) Number: 205-507-2
• Nikkaji Number: J277.804A
• Mol file: 141-86-6.mol

Synonyms:Pyridine, 2,6-diamino-;DAP;2,6-pyridinediamine;1H-pyridine-2,6-diamine;DAP (amine);pyridine-2,6-diamine;2,6-Diamino Pyridine;Di-ammonium phosphat (DAP);pyridine-2,6-diyldiamine;2,6-Diamino Pyridine,141-86-6;

Chemical Property of 2,6-Diaminopyridine

Chemical Property:

• Appearance/Colour: off-white crystal powder/granuale
• Vapor Pressure: 0.00288mmHg at 25°C
• Melting Point: 117-122 ºC(lit.)
• Refractive Index: 1.5340 (estimate)
• Boiling Point: 285 ºC at 760 mmHg
• PKA: 6.13±0.24(Predicted)
• Flash Point: 161.3 ºC
• PSA: 64.93000
• Density: 1.251 g/cm³
• LogP: 1.40840
• Storage Temp.: Store below +30°C.
• Solubility.: 180g/l
• Water Solubility.: 9.9 g/100 mL (20 ºC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 110.071822268
• Heavy Atom Count: 8
• Complexity: 66.1

Purity/Quality:

99.0% min ^*data from raw suppliers

2,6-Diaminopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 22-36/37/38-25-20/21
• Safety Statements: 26-45-37/39-28A-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=[NH+]C(=C1)N)N
• Uses: 2,6-Diaminopyridine can be used to synthesize pentamidine derivatives which show antitumor activities and DNA binding activities. It can also be used to synthesize N-monocarbamoyl derivatives of symmetrical diamines with antiviral activity. Its derivatives can be used as models of molecular sensor for nucleic acid base detection. 2,6-Diaminopyridine, used as a pharmaceutical intermediate and a hair dye coupler in oxidation/permanent formulations.

Technology Process of 2,6-Diaminopyridine

There total 30 articles about 2,6-Diaminopyridine 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: 96.0%

2,6-Dibromopyridine (626-05-1) → 2.6-diaminopyridine (141-86-6)

Guidance literature:

With C₂₄H₁₂Cu₂F₉N₄O₇; tetrabutylammomium bromide; ammonia; caesium carbonate; In water; ethylene glycol; at 110 - 140 ℃; for 16h;

DOI:10.1021/jo301244p

Reference yield: 88.9%

2,6-Dibromopyridine (626-05-1) → 2.6-diaminopyridine (141-86-6) + 2-Amino-6-bromopyridine (19798-81-3,1184170-10-2)

Guidance literature:

With ammonia; In water; at 190 ℃; for 6h; under 18751.9 Torr;

Reference yield: 82.0%

N2,N6-dibenzylpyridine-2,6-diamine (70826-08-3) → 2.6-diaminopyridine (141-86-6)

Guidance literature:

With sulfuric acid; for 24h; Ambient temperature;

DOI:10.1007/BF02252290

upstream raw materials:

pyridine

3-HYDROXYPYRIDINE

2-aminopyridine

2,6-Dibromopyridine

Downstream raw materials:

4-(2,6-diamino-pyridin-3-ylazo)-N-thiazol-2-yl-benzenesulfonamide

4-(2,6-diamino-pyridin-3-ylazo)-N-(5-methyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide

4-(2,6-diamino-pyridin-3-ylazo)-N-(3,4-dimethyl-isoxazol-5-yl)-benzenesulfonamide

N-(4-pyridylmethylene)-2,6-diaminopyridine

Refernces

• 1、 Fujimoto, Akira,Inuzuka, Kozo. "Electronic properties and ultraviolet absorption and fluorescence spectra of 2,6-pyridinediamine". . p. 1035 - 1044. Retrieved 1988.
• 2、 Beijer, Felix H.,Sijbesma, Rint P.,Vekemans, Jef A. J. M.,Meijer,Kooijman, Huub,Spek, Anthony L.. "Hydrogen-bonded complexes of diaminopyridines and diaminotriazines: Opposite effect of acylation on complex stabilities". . p. 6371 - 6380. Retrieved 1996.
• 3、 Motlagh, Parisa Yekan,Khataee, Alireza,Hassani, Aydin,Sadeghi Rad, Tannaz. "ZnFe-LDH/GO nanocomposite coated on the glass support as a highly efficient catalyst for visible light photodegradation of an emerging pollutant". . . Retrieved 2020/01/29.
• 4、 Liao, Bei-Sih,Liu, Shiuh-Tzung. "Diamination of phenylene dihalides catalyzed by a dicopper complex". experimental part. p. 6653 - 6656. Retrieved 2012/10/07.