1H-Imidazo[4,5-c]pyridine

Base Information

• Chemical Name: 1H-Imidazo[4,5-c]pyridine
• CAS No.: 272-97-9
• Molecular Formula: C6H5 N3
• Molecular Weight: 119.126
• Hs Code.: 29339980
• European Community (EC) Number: 625-811-2
• NSC Number: 521774
• DSSTox Substance ID: DTXSID60181667
• Nikkaji Number: J40.931F
• Wikidata: Q72444117
• ChEMBL ID: CHEMBL286232
• Mol file: 272-97-9.mol

Synonyms:3H-Imidazo[4,5-c]pyridine;272-97-9;5-Azabenzimidazole;1H-Imidazo[4,5-c]pyridine;170245-15-5;1H-Imidazo(4,5-c)pyridine;3,5-DIAZAINDOLE;imidazo[4,5-c]pyridine;MFCD00051808;imidazo(4,5-c]pyridine;5H-IMIDAZO[4,5-C]PYRIDINE;5-Aza-1H-benzoimidazole;5-Aza-benzimidazole;NSC521774;imidazo[4,5-c]pyridin;5-Azabenzimidazole, 97%;1H-imidazo[4,5-c]pyridin;SCHEMBL67119;3H-imidazolo[4,5-c]pyridine;YTTRIUMSULFATEOCTAHYDRATE;CHEMBL286232;SCHEMBL1927520;AMY5361;DTXSID60181667;CL3548;AKOS005207257;AKOS009158089;CS-W005266;NSC 521774;NSC-521774;PB20239;AS-20058;SY021418;FT-0620034;EN300-88369;A811184;J-504666;J-512590;F2113-0260;Z1117890443

Chemical Property of 1H-Imidazo[4,5-c]pyridine

Chemical Property:

• Vapor Pressure: 4.85E-07mmHg at 25°C
• Melting Point: 168-172 °C(lit.)
• Boiling Point: 425.1°Cat760mmHg
• PKA: 11.15±0.30(Predicted)
• Flash Point: 224.4°C
• PSA: 41.57000
• Density: 1.348g/cm³
• LogP: 0.95790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.048347172
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Imidazo[4,5-c]pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=CC2=C1N=CN2
• Uses: 5-Azabenzimidazole may be used in the preparation of ZIF-22 membrane (ZIF- Zeolitic imidazolate frameworks).

Technology Process of 1H-Imidazo[4,5-c]pyridine

There total 25 articles about 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: 97.0%

3,4-diaminopyridine (54-96-6) + formic acid (64-18-6) → Imidazo<4,5-c>pyridin (272-97-9,170245-15-5)

Guidance literature:

at 140 ℃; for 48h;

DOI:10.1093/nar/gkab256

Reference yield: 92.0%

4-amino-3-nitropyridine (1681-37-4) + orthoformic acid triethyl ester (122-51-0) → Imidazo<4,5-c>pyridin (272-97-9,170245-15-5)

Guidance literature:

With iron; ytterbium(III) triflate; at 75 ℃; for 3h;

DOI:10.1016/j.tetlet.2013.05.092

Reference yield: 90.0%

3,4-diaminopyridine (54-96-6) + Aminoiminomethanesulfinic acid (1758-73-2) → Imidazo<4,5-c>pyridin (272-97-9,170245-15-5)

Guidance literature:

In water; at 60 ℃; for 1h;

DOI:10.1134/S1070428021050092

upstream raw materials:

3,4-diaminopyridine

formaldehyd

formic acid

4-chloro-1H-imidazo[4,5-c]pyridine

Refernces

• 1、 Huang, W.-H.,Jin, Y.-J.,Ma, L.-F.,Wu, Y.,Zhou, L.-H.. "Highly Efficient and Catalyst-Free Synthesis of Benzimidazoles in Aqueous Media". . p. 825 - 830. Retrieved 2021/06/12.
• 2、 Ke, Zhengang,Yu, Bo,Wang, Huan,Xiang, Junfeng,Han, Juanjuan,Wu, Yunyan,Liu, Zhenghui,Yang, Peng,Liu, Zhimin. "Cobalt-catalyzed synthesis of N-containing heterocycles: Via cyclization of ortho -substituted anilines with CO2/H2". . p. 1695 - 1701. Retrieved 2019/04/10.