1-(2-Iodoethyl)-2-methyl-5-nitroimidazole

Base Information

• Chemical Name: 1-(2-Iodoethyl)-2-methyl-5-nitroimidazole
• CAS No.: 16156-90-4
• Molecular Formula: C6H8 I N3 O2
• Molecular Weight: 281.05
• Hs Code.: 2933290090
• UNII: 4KF74X42GX
• DSSTox Substance ID: DTXSID70167194
• Nikkaji Number: J49.340F
• Wikidata: Q72483613
• Mol file: 16156-90-4.mol

Synonyms:16156-90-4;1-(2-Iodoethyl)-2-methyl-5-nitro-1H-imidazole;1-(2-Iodoethyl)-2-methyl-5-nitroimidazole;1-(2-iodoethyl)-2-methyl-5-nitro-imidazole;BRN 0611687;Imidazole, 1-(2-iodoethyl)-2-methyl-5-nitro-;4KF74X42GX;1H-Imidazole, 1-(2-iodoethyl)-2-methyl-5-nitro-;C6H8IN3O2;Iodometronidazole;UNII-4KF74X42GX;SCHEMBL11521436;DTXSID70167194;AKOS014116529;AC-6397;LS-78732;CS-0336968;FT-0708297;A51045;A810274

Chemical Property of 1-(2-Iodoethyl)-2-methyl-5-nitroimidazole

Chemical Property:

• Vapor Pressure: 4.29E-06mmHg at 25°C
• Boiling Point: 395.1°Cat760mmHg
• Flash Point: 192.8°C
• PSA: 63.64000
• Density: 2.03g/cm³
• LogP: 2.05790
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 280.96612
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

1-(2-Iodoethyl)-2-methyl-5-nitro-1H-imidazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1CCI)[N+](=O)[O-]

Technology Process of 1-(2-Iodoethyl)-2-methyl-5-nitroimidazole

There total 5 articles about 1-(2-Iodoethyl)-2-methyl-5-nitroimidazole 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%

2-(5-nitro-2-methyl-1-imidazolyl)ethyl methanesulfonate (30746-54-4) → 2-(2-methyl-5-nitro-1H-imidazolyl)ethyl iodide (16156-90-4)

Guidance literature:

With sodium iodide; In acetone; Reflux;

DOI:10.1002/ardp.202000002

Reference yield: 82.0%

1-(2-chloroethyl)-2-methyl-5-nitro-1H-imidazole (13182-81-5) → 2-(2-methyl-5-nitro-1H-imidazolyl)ethyl iodide (16156-90-4)

Guidance literature:

With sodium iodide; In acetone; at 90 ℃; for 12h;

DOI:10.1007/s10870-008-9343-9

Reference yield: 47.0%

metronidazole (443-48-1) → 2-(2-methyl-5-nitro-1H-imidazolyl)ethyl iodide (16156-90-4)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; for 24h;

DOI:10.1002/jlcr.3195

upstream raw materials:

1-(2-bromoethyl)-2-methyl-5-nitroimidazole

2-(5-nitro-2-methyl-1-imidazolyl)ethyl methanesulfonate

1-(2-chloroethyl)-2-methyl-5-nitro-1H-imidazole

metronidazole

Refernces

• 1、 Charris, Jaime,Deffieux, Denis,Domínguez, José,Fernández, Alexis,Gutiérrez, Joyce,Peixoto, Philippe A.,Pouységu, Laurent,Quideau, Stéphane,Rodríguez, Miguel,Rodríguez, Noris,Rojas, Luis. "Synthesis and leishmanicidal evaluation of sulfanyl- and sulfonyl-tethered functionalized benzoate derivatives featuring a nitroimidazole moiety". . . Retrieved 2020/04/10.
• 2、 Kumar, Lalit,Jain, Ashish,Lal, Nand,Sarswat, Amit,Jangir, Santosh,Kumar, Lokesh,Singh, Vishal,Shah, Priyanka,Jain, Swatantra K.,Maikhuri, Jagdamba P.,Siddiqi, Mohammad I.,Gupta, Gopal,Sharma, Vishnu L.. "Potentiating metronidazole scaffold against resistant Trichomonas: Design, synthesis, biology and 3D-QSAR analysis". scheme or table. p. 83 - 87. Retrieved 2012/04/23.