2-Bromo-4-nitro-1H-imidazole

Base Information

• Chemical Name: 2-Bromo-4-nitro-1H-imidazole
• CAS No.: 65902-59-2
• Molecular Formula: C3H2BrN3O2
• Molecular Weight: 191.972
• Hs Code.: 2933290090
• European Community (EC) Number: 613-851-3
• DSSTox Substance ID: DTXSID60216120
• Nikkaji Number: J1.607.954E
• Wikidata: Q72448592
• Mol file: 65902-59-2.mol

Synonyms:2-Bromo-4-nitroimidazole;65902-59-2;2-BROMO-4-NITRO-1H-IMIDAZOLE;2-Bromo-5-nitro-1H-imidazole;2-Bromo-4-nitro-3H-imidazole;1H-Imidazole, 2-bromo-4-nitro-;MFCD09038915;2-Bromo-4-Nitroimidazole98%;2-BROMO-5-NITROIMIDAZOLE;nitrobromoimidazole;SCHEMBL59059;DTXSID60216120;BCP21680;CS-D0919;AM9916;CL2228;MFCD09025308;AKOS005259859;AKOS015833823;AB49571;AC-6399;AS-17659;SY011513;A8914;B3503;FT-0649651;EN300-195253;Q-102347;2-bromo-5-nitro-1H-imidazole;2-Bromo-4-nitro-1H-imidazole

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

Chemical Property:

• Appearance/Colour: Pale yellow crystal
• Vapor Pressure: 1.09E-06mmHg at 25°C
• Melting Point: 180 - 182 °C
• Refractive Index: 1.663
• Boiling Point: 402.506 °C at 760 mmHg
• PKA: 5.65±0.10(Predicted)
• Flash Point: 197.229 °C
• PSA: 74.50000
• Density: 2.157 g/cm³
• LogP: 1.60360
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 190.93304
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99%min ^*data from raw suppliers

2-Bromo-4-nitro-3H-imidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=N1)Br)[N+](=O)[O-]

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

There total 7 articles about 2-Bromo-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: 99.1%

2-bromo-5-iodo-4-nitro-1H-imidazole → 2-bromo-4-nitro-1H-imidazole (65902-59-2)

Guidance literature:

With hydrogen; triethylamine; 5% Pd-BaSO4; In ethanol; at 20 ℃; for 14h; under 2280.15 - 3040.2 Torr; Product distribution / selectivity;

Reference yield: 95.0%

2-bromo-1-(ethoxymethyl)-4-nitro-1H-imidazole → 2-bromo-4-nitro-1H-imidazole (65902-59-2)

Guidance literature:

With hydrogenchloride; In methanol; water; at 69 ℃; for 3h;

DOI:10.1021/jm801087e

Reference yield: 71.0%

2,4(5)-dibromo-5(4)-nitroimidazole (6154-30-9) → 2-bromo-4-nitro-1H-imidazole (65902-59-2)

Guidance literature:

2,4⁽⁵⁾-dibromo-5⁽⁴⁾-nitroimidazole; With tetrabutylammonium borohydride; In 1,4-dioxane; at 20 ℃; for 23h; Heating / reflux;

With hydrogenchloride; In 1,4-dioxane; water; Product distribution / selectivity;

upstream raw materials:

2,4-dinitro-1H-imidazole

2,4⁽⁵⁾-dibromo-5⁽⁴⁾-nitroimidazole

2-bromo-1-methoxymethyl-4-nitroimidazole

2,4⁽⁵⁾-dibromo-5⁽⁴⁾-nitroimidazole

Downstream raw materials:

2-bromo-1-{3-{[tert-butyl(dimethyl)silyl]oxy}-2-[(4-iodophenoxy)methyl]propyl}-4-nitro-1H-imidazole

2-bromo-1-methyl-4-nitroimidazole

Refernces

• 1、 -. "Bicyclic nitroimidazole derivatives, preparation method thereof and pharmaceutical composition for prevention or treatment of tuberculosis containing the same as an active ingredient". Paragraph 0082; 0083. . Retrieved 2017/03/08.
• 2、 -. "METHODS FOR THE PRODUCTION OF 2-HALO-4-NITROIMIDAZOLE AND INTERMEDIATES THEREOF". Page/Page column 69. . Retrieved 2010/04/03.