4,6-dichloro-1H-imidazo[4,5-c]pyridine

Base Information

• Chemical Name: 4,6-dichloro-1H-imidazo[4,5-c]pyridine
• CAS No.: 2589-12-0
• Molecular Formula: C6H3Cl2N3
• Molecular Weight: 188.016
• Hs Code.: 2933990090
• European Community (EC) Number: 871-135-8
• NSC Number: 264047
• DSSTox Substance ID: DTXSID50418419
• Nikkaji Number: J1.057.496J
• Wikidata: Q72466479
• Mol file: 2589-12-0.mol

Synonyms:4,6-dichloro-1H-imidazo[4,5-c]pyridine;2589-12-0;4,6-Dichloro-3H-imidazo[4,5-c]pyridine;4,6-DICHLOROIMIDAZO[4,5-C]PYRIDINE;2,6-DICHLORO-3-DEAZAPURINE;1H-Imidazo[4,5-c]pyridine, 4,6-dichloro-;MFCD09753581;NSC264047;SCHEMBL2359144;SCHEMBL15817782;DTXSID50418419;FDXNZTUWNBRZDX-UHFFFAOYSA-N;CS-D1305;AKOS006346004;AB63717;AM84844;NSC-264047;PB34404;SB40527;DS-10793;SY009251;FT-0646076;S10221;4,6-bis(chloranyl)-1H-imidazo[4,5-c]pyridine;EN300-1177997;A818062;W-202094

Chemical Property of 4,6-dichloro-1H-imidazo[4,5-c]pyridine

Chemical Property:

• Appearance/Colour: Beige solid
• Vapor Pressure: 5.15E-09mmHg at 25°C
• Melting Point: 253-254°C
• Refractive Index: 1.723
• Boiling Point: 482.902 °C at 760 mmHg
• PKA: 6.55±0.40(Predicted)
• Flash Point: 277.938 °C
• PSA: 41.57000
• Density: 1.675 g/cm³
• LogP: 2.26470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.9704025
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

≥99% ^*data from raw suppliers

4,6-Dichloroimidazo[4,5-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=C(N=C1Cl)Cl)N=CN2

Technology Process of 4,6-dichloro-1H-imidazo[4,5-c]pyridine

There total 14 articles about 4,6-dichloro-1H-imidazo[4,5-c]pyridine 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%

3,4-diamino-2,6-dichloropyridine (101079-63-4) + orthoformic acid triethyl ester (122-51-0) → 4,6-dichloro-1H-imidazo<4,5-c>pyridine (2589-12-0)

Guidance literature:

With acetic anhydride; for 4.5h; Heating;

DOI:10.1081/NCN-120026635

Reference yield: 95.0%

3,4-diamino-2,6-dichloropyridine (101079-63-4) + trimethyl orthoformate (149-73-5) → 4,6-dichloro-3H-imidazo[4,5-c]pyridine (2589-12-0)

Guidance literature:

With acetic acid; at 80 ℃; for 1h;

Reference yield: 90.0%

3,4-diamino-2,6-dichloropyridine dihydrochloride + orthoformic acid triethyl ester (122-51-0) → 4,6-dichloro-1H-imidazo<4,5-c>pyridine (2589-12-0)

Guidance literature:

With acetic anhydride; at 145 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2011.05.093

upstream raw materials:

3,4-diamino-2,6-dichloropyridine

orthoformic acid triethyl ester

3-amino-4-acetamido-2,6-dichloropyridine

2,6-dichloropyridine

Downstream raw materials:

2-chloro-3-deazaadenine

C₃₃H₂₅Cl₂N₃O₇

6-benzyloxy-7-(4-methoxybutyl)-4-chloroimidazo[4,5-c]pyridine

6-benzyloxy-7-(5-methoxypentyl)-4-chloroimidazo[4,5-c]pyridine