65902-59-2

Basic information

• Product Name: 2-Bromo-4-nitroimidazole
• Synonyms: 2-BROMO-4-NITROIMIDAZOLE;2-Bromo-4-nitro-1H-imidazole;2-Bromo-4-nitroimidazole=2-Bromo-5-nitroimidazole;2-Bromo-4-nitro-1h-imidazole ,98%;2-Bromo-4-nitro-3H-imidazole;2-Bromo-5-nitroimidazole;1H-IMidazole, 2-broMo-5-nitro-;2-BroMo-4-nitroiMidazole98%
• CAS NO: 65902-59-2
• Molecular Formula: C₃H₂BrN₃O₂
• Molecular Weight: 191.97
• EINECS: 1308068-626-2
• Product Categories: Halides;Imidazoles & Benzimidazoles;Imidaxoles;Imidazoles & Benzimidazoles;OLED materials,pharm chemical,electronic
• Mol File: 65902-59-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 232.0 to 236.0 °C
• Boiling Point: 402.506 °C at 760 mmHg
• Flash Point: 197.229 °C
• Appearance: /Solid
• Density: 2.157 g/cm³
• Vapor Pressure: 1.09E-06mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 5.65±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-4-nitroimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-nitroimidazole(65902-59-2)
• EPA Substance Registry System: 2-Bromo-4-nitroimidazole(65902-59-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 65902-59-2(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

InChI:InChI=1/C3H2BrN3O2/c4-3-5-1-2(6-3)7(8)9/h1H,(H,5,6)

Upstream product

• 6154-30-9 2,4⁽⁵⁾-dibromo-5⁽⁴⁾-nitroimidazole 
• 683276-47-3 2-bromo-1-methoxymethyl-4-nitroimidazole 
• 6154-30-9 2,4⁽⁵⁾-dibromo-5⁽⁴⁾-nitroimidazole 
• 5213-49-0 2,4-dinitro-1H-imidazole 

Downstream Products

• 16681-63-3 2-bromo-1-methyl-4-nitroimidazole 
• 1263188-02-8 1-[4-(benzyloxy)phenoxy]-3-(2-bromo-4-nitro-1H-imidazol-1-yl)-2-methyl-2-propanol 
• 1263187-97-8 1-[4-(benzyloxy)phenoxy]-3-(2-bromo-4-nitro-1H-imidazol-1-yl)-2-propanol 
• 1263188-32-4 1-{[4-(benzyloxy)benzyl]oxy}-3-(2-bromo-4-nitro-1H-imidazol-1-yl)-2-methyl-2-propanol 
• 1263188-27-7 1-{[4-(benzyloxy)benzyl]oxy}-3-(2-bromo-4-nitro-1H-imidazol-1-yl)-2-propanol 
• 1263188-23-3 1-(2-bromo-4-nitro-1H-imidazol-1-yl)-3-{[4-(trifluoromethoxy)benzyl]oxy}propan-2-ol 

Relevant articles and documents

A concise and sequential synthesis of the nitroimidazooxazole based drug, Delamanid and related compounds

A concise, protection-group free and sequential route has been developed for the synthesis of the nitroimidazole based FDA-approved multi-drug resistant anti-tuberculosis drug, Delamanid and anti-leishmanial lead candidate VL-2098. The synthesis required

An improved kilogram-scale synthesis of 2-bromo-4-nitro-1H-imidazole: A key building block of nitroimidazole drugs

An efficient two-step method for the synthesis of 2-bromo-4-nitroimidazole, 6, a key building block for nitroimidazole drugs, has been developed. The synthesis involves dibromination of 4-nitroimidazole 10 followed by selective debromination using in situ reductive deiodination strategy. The reactions are facile, safe, and easy to scale up. The large-scale applicability of this improved method was tested by conducting the reactions on kilogram scale to produce the desired product in high yield and quality.

METHOD FOR PRODUCING 2-HALOIMIDAZOLE COMPOUND

An object is to provide a process for producing a 2-haloimidazole compound represented by the formula (II), which uses inexpensive raw materials and can produce it by simple and convenient operations at low costs. A 2,4-dihaloimidazole compound represente