5-Chloropyridine-2,3-diamine

Base Information

• Chemical Name: 5-Chloropyridine-2,3-diamine
• CAS No.: 25710-20-7
• Molecular Formula: C5H6ClN3
• Molecular Weight: 143.576
• Hs Code.: 29339900
• European Community (EC) Number: 640-763-2
• DSSTox Substance ID: DTXSID40361485
• Nikkaji Number: J3.560.935K
• Wikidata: Q82143824
• Mol file: 25710-20-7.mol

Synonyms:5-chloropyridine-2,3-diamine;25710-20-7;2,3-Diamino-5-chloropyridine;5-CHLORO-2,3-DIAMINOPYRIDINE;5-Chloro-2,3-pyridinediamine;5-chloro-pyridine-2,3-diamine;MFCD01230986;2,3-Pyridinediamine,5-chloro-;5-chloro-2,3diaminopyridine;5-Chloropyridin-2,3-diamine;SCHEMBL362099;2,3-di-amino-5-chloropyridine;5-chloro pyridine-2,3-diamine;DTXSID40361485;BCP33659;STL257476;2,3-Diamino-5-chloropyridine, 97%;AKOS000269703;AB08400;CCG-302532;AMY202100061;AS-49424;CS-0206875;FT-0609508;EN300-54216;J3.560.935K;I10182;A817982;W-206976;Z273611680

Chemical Property of 5-Chloropyridine-2,3-diamine

Chemical Property:

• Appearance/Colour: White to pale brown powder
• Vapor Pressure: 9.55E-05mmHg at 25°C
• Melting Point: 164-173 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 338.859 °C at 760 mmHg
• PKA: 4.55±0.49(Predicted)
• Flash Point: 158.737 °C
• PSA: 64.93000
• Density: 1.448 g/cm³
• LogP: 2.06180
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Air Sensitive
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 143.0250249
• Heavy Atom Count: 9
• Complexity: 98.2

Purity/Quality:

99% ^*data from raw suppliers

2,3-Diamino-5-chloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-43
• Safety Statements: 36/37/39-26-22-37-60-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NC(=C1N)N)Cl

Technology Process of 5-Chloropyridine-2,3-diamine

There total 7 articles about 5-Chloropyridine-2,3-diamine 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: 97.0%

2-amino-5-chloro-3-nitropyridine (5409-39-2) → 5-chloro-2,3-diaminopyridine (25710-20-7)

Guidance literature:

With hydroxylamine hydrochloride; iron; In ethanol; water; at 50 ℃; for 5h;

DOI:10.1039/c4nj01728e

Reference yield: 81.0%

C5H4ClN3O3 → 5-chloro-2,3-diaminopyridine (25710-20-7)

Guidance literature:

With sulfur; sodium hydroxide; In methanol; water; at 80 ℃; for 8h; Green chemistry;

DOI:10.1002/ejoc.202000064

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 5-chloro-2,3-diaminopyridine (25710-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / 97percent H₂SO₄, 70percent HNO₃ / 1 h / 55 - 60 °C

2: 96 percent / H₂ / Raney Ni / methanol / 3 h / 1034.3 - 2068.6 Torr

With sulfuric acid; hydrogen; nitric acid; nickel; In methanol;

DOI:10.1021/jm970396y

upstream raw materials:

2-amino-5-chloro-3-nitropyridine

hydrogenchloride

5-chloro-2-pyridylamine

2-nitropyridine

Downstream raw materials:

6-chloro-1H-imidazo[4,5-b]pyridin-2(3H)-one

2-benzyl-6-chloro-1⁽³⁾H-imidazo[4,5-b]pyridine

6-chloro-1⁽³⁾H-imidazo[4,5-b]pyridine

7-chloropyrido[2,3-b]pyrazine

Refernces

• 1、 Cerecetto, Hugo,Romero, Angel H.. "A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur". supporting information. . Retrieved 2020/03/23.
• 2、 -. "Benzimidazole derivatives, their preparation and their application in medicine and pharmacology (by machine translation)". Paragraph 0142-0143; 0403-0404. . Retrieved 2019/07/16.