2-Amino-6-chloropyridine

Base Information

• Chemical Name: 2-Amino-6-chloropyridine
• CAS No.: 45644-21-1
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 29333990
• European Community (EC) Number: 629-259-3
• DSSTox Substance ID: DTXSID20196575
• Nikkaji Number: J93.669C
• Wikidata: Q69754413
• Mol file: 45644-21-1.mol

Synonyms:2-Amino-6-chloropyridine;45644-21-1;6-chloropyridin-2-amine;6-Chloro-2-pyridinamine;2-Pyridinamine, 6-chloro-;2-Chloro-6-aminopyridine;6-chloro-pyridin-2-ylamine;Pyridine, 2-amino-6-chloro-;6-chloropyridin-2-ylamine;MFCD00234068;BRN 0108669;4-22-00-04028 (Beilstein Handbook Reference);6-chloro-2-aminopyridine;6-Amino-2-chloropyridine;6-chloro-2-pyridinylamine;2-amino-6-chloro pyridine;2-chloro-6-amino-pyridine;2-Amino-6- chloropyridine;SCHEMBL117748;DTXSID20196575;2-Amino-6-chloropyridine, 97%;BCP22216;CL0045;AKOS000275942;AC-1411;CS-W002551;PB26011;PS-5492;SY003744;LS-130218;A7183;AM20070061;FT-0639850;EN300-86280;45644-21-1 [RN];AC-907/25004401;W-202806

Chemical Property of 2-Amino-6-chloropyridine

Chemical Property:

• Appearance/Colour: White to light yellow powder
• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 69-73 °C
• Refractive Index: 1.607
• Boiling Point: 255.72 °C at 760 mmHg
• PKA: 2.76±0.24(Predicted)
• Flash Point: 108.456 °C
• PSA: 38.91000
• Density: 1.326 g/cm³
• LogP: 1.89840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.0141259
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

98%, ^*data from raw suppliers

2-Amino-6-chloropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)Cl)N
• Uses: 2-Amino-6-chloropyridine used in a Ni(II)-catalyzed homo-coupling providing diamino-2,2′-bipyridine. Substrate used in a Ni(II)-catalyzed homo-coupling providing diamino-2,2′-bipyridine.

Technology Process of 2-Amino-6-chloropyridine

There total 22 articles about 2-Amino-6-chloropyridine 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: 98.0%

2-nitro-6-chloro-pyridine (94166-64-0) → 6-chloropyridin-2-amine (45644-21-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water; at 20 ℃; for 1.5h; under 760.051 Torr; Reagent/catalyst; Solvent;

DOI:10.3906/kim-1702-8

Reference yield: 93.0%

3-(6-Chloro-pyridin-2-yl)-2,2-dimethyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one (74405-06-4) → 6-chloropyridin-2-amine (45644-21-1)

Guidance literature:

With hydrogenchloride; for 8h; Heating;

Reference yield: 79.0%

2,6-dichloropyridine (2402-78-0) → 6-chloropyridin-2-amine (45644-21-1)

Guidance literature:

With ammonium hydroxide; at 125 ℃; for 5h; under 1500.12 Torr;

DOI:10.1016/S0040-4020(01)01171-1

upstream raw materials:

2,6-dichloropyridine

6-chloro-pyridine-2-carbonyl azide

3-hydroxyglutaronitrile

N-(6-chloropyridin-2-yl)acetamide

Downstream raw materials:

[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-(6-chloro-pyridin-2-yl)-amine

(6-Chloro-pyridin-2-yl)-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amine

t-butyl N-(6-chloro-2-pyridinyl)carbamate

2-chloro-N-(2-(6-chloro)pyridinyl)acetamide

Refernces

• 1、 -. "Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex". Paragraph 0025; 0026; 0079. . Retrieved 2019/02/08.
• 2、 Gen?, Hayriye,Zengin, Mustafa,Kü?ükislamo?lu, Mustafa,Imamoglu, Mustafa,Toplan, Hüseyin ?zkan,Arslan, Mustafa. "Catalytic application of 1,3,5-triazine-pentaethylenehexamine polymer-supported palladium nanoparticles in the convenient reduction of nitroarenes with sodium borohydride or hydrazine". . p. 784 - 792. Retrieved 2017/11/20.