2-Chloro-4-nitro-1H-imidazole

Base Information

• Chemical Name: 2-Chloro-4-nitro-1H-imidazole
• CAS No.: 57531-37-0
• Molecular Formula: C3H2ClN3O2
• Molecular Weight: 147.521
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID90206150
• Nikkaji Number: J1.579.080F
• Wikidata: Q72455836
• Mol file: 57531-37-0.mol

Synonyms:57531-37-0;2-Chloro-4-Nitroimidazole;2-CHLORO-4-NITRO-1H-IMIDAZOLE;2-Chloro-5-nitro-1H-imidazole;2-chloro-5-nitroimidazole;1H-Imidazole, 2-chloro-4-nitro-;MFCD03419295;nitrochloroimidazole;2-chloro-4 -nitroimidazole;SCHEMBL58560;DTXSID90206150;BBL104426;STK505561;AKOS000321249;AKOS015833831;AC-6400;CS-W018201;PS-4408;SB14865;SY011512;A8204;AM20100411;FT-0650343;EN300-134613;Q-102349

Chemical Property of 2-Chloro-4-nitro-1H-imidazole

Chemical Property:

• Vapor Pressure: 3.45E-06mmHg at 25°C
• Melting Point: 216-217 °C
• Refractive Index: 1.631
• Boiling Point: 386.8 °C at 760 mmHg
• PKA: 5.65±0.10(Predicted)
• Flash Point: 187.7 °C
• PSA: 74.50000
• Density: 1.74 g/cm³
• LogP: 1.49450
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 146.9835540
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-nitroimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=N1)Cl)[N+](=O)[O-]
• Uses: 4-Nitroimidazole derivative with poetenial use as radiosensitizers of hypoxic cells. It is used in the preparation of antitubercular nitroimidazoles. 4-Nitroimidazole derivative with poetenial use as radiosensitizers of hypoxic cells. 2-Chloro-4-nitroimidazole is used in the preparation of antitubercular nitroimidazoles.

Technology Process of 2-Chloro-4-nitro-1H-imidazole

There total 10 articles about 2-Chloro-4-nitro-1H-imidazole 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: 97.6%

2-chloro-5-iodo-4-nitroimidazole (683276-67-7) → 2-chloro-4-nitro-1H-imidazole (57531-37-0)

Guidance literature:

With hydrogen; triethylamine; platinum(IV) oxide; In ethanol; at 20 ℃; for 2h;

Reference yield: 92.0%

2,4-dinitro-1H-imidazole (5213-49-0) → 2-chloro-4-nitro-1H-imidazole (57531-37-0)

Guidance literature:

With hydrogenchloride; In water; at 90 - 95 ℃;

DOI:10.1039/c5ob00054h

Reference yield: 87.3%

2-chloro-1H-imidazole (16265-04-6) → 2-chloro-4-nitro-1H-imidazole (57531-37-0)

Guidance literature:

2-chloro-1H-imidazole; With sulfuric acid; at 20 ℃; for 0.5h;

With sulfuric acid; nitric acid; at 45 - 110 ℃; for 1h;

upstream raw materials:

2-bromo-4-nitro-1H-imidazole

2-chloro-1H-imidazole

3-Chloropropionitrile

2,4-dinitro-1H-imidazole

Downstream raw materials:

(R)-2-chloro-1-[2-hydroxy-2-methyl-3-(4-nitrobenzoyloxy)]-propyl-4-nitroimidazole

2-chloro-1-{[(2R)-2-methyloxiran-2-yl]methyl}-4-nitro-1H-imidazole

C₁₈H₂₆ClN₃O₃Si

Refernces

• 1、 -. "PROCESS FOR PRODUCTION OF 2-CHLORO-4-NITROIMIDAZOLE DERIVATIVES". Paragraph 0050; 0051; 0052. . Retrieved 2019/08/12.
• 2、 -. "SUBSTITUTED 1,2,3-TRIAZOL-1-YL-METHYL-2,3-DIHYDRO-2-METHYL-6-NITROIMIDAZO[2,1-B]OXAZOLES AS ANTI-MYCOBACTERIAL AGENTS AND A PROCESS FOR THE PREPARATION THEREOF". Page/Page column 11; 13. . Retrieved 2016/05/24.