2,5-dibromo-4-nitro-1H-imidazole

Base Information

• Chemical Name: 2,5-dibromo-4-nitro-1H-imidazole
• CAS No.: 6154-30-9
• Molecular Formula: C₃HBr₂N₃O₂
• Molecular Weight: 270.868
• Mol file: 6154-30-9.mol

Synonyms:1H-Imidazole,2,4-dibromo-5-nitro- (9CI); Imidazole, 2,4(or 2,5)-dibromo-5(or 4)-nitro-(7CI); Imidazole, 2,4-dibromo-5-nitro- (8CI); 2,4-Dibromo-5-nitroimidazole;2,5-Dibromo-4-nitroimidazole; NSC 222400

Chemical Property of 2,5-dibromo-4-nitro-1H-imidazole

Chemical Property:

• Vapor Pressure: 1.79E-06mmHg at 25°C
• Melting Point: >270 °C
• Boiling Point: 396℃
• PKA: 2.93±0.10(Predicted)
• Flash Point: 193℃
• PSA: 74.50000
• Density: 2.575
• LogP: 2.36610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.90% ^*data from raw suppliers

2,5-Dibromo-4-nitro-1H-imidazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-dibromo-4-nitro-1H-imidazole

There total 9 articles about 2,5-dibromo-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: 88.9%

1H-4(5)-nitroimidazole (3034-38-6) → 2,4(5)-dibromo-5(4)-nitroimidazole (6154-30-9)

Guidance literature:

With bromine; sodium hydrogencarbonate; In water; at 23 - 55 ℃; for 10h;

Reference yield: 85.0%

5(4)-nitro-1(3)H-imidazole-4(5)-carboxylic acid (40507-59-3) → 2,4(5)-dibromo-5(4)-nitroimidazole (6154-30-9)

Guidance literature:

With bromine; at 0 - 30 ℃; for 0.333333h;

DOI:10.1007/BF00526098

Reference yield: 80.0%

1H-4(5)-nitroimidazole (3034-38-6) → 2,4(5)-dibromo-5(4)-nitroimidazole (6154-30-9)

Guidance literature:

With bromine; sodium hydrogencarbonate; In water; at 0 - 65 ℃; for 6h;

DOI:10.1055/s-0036-1588984

upstream raw materials:

2,4-dibromo-1H-imidazole

5-bromo-4-nitro-1H-imidazole

5⁽⁴⁾-nitro-1⁽³⁾H-imidazole-4⁽⁵⁾-carboxylic acid

bromine

Downstream raw materials:

2,4-dibromo-1-methyl-5-nitro-1H-imidazole

2,5-dibromo-1-methyl-4-nitroimidazole

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

2,5-dichloro-4-nitro-1H-imidazole

Refernces

• 1、 Pedada, Srinivasa Rao,Satam, Vijay S.,Tambade, Pawan J.,Kandadai, Srinivas A.,Hindupur, Rama Mohan,Pati, Hari N.,Launay, Delphine,Martin, Denis. "An improved kilogram-scale synthesis of 2-bromo-4-nitro-1H-imidazole: A key building block of nitroimidazole drugs". . p. 1149 - 1155. Retrieved 2013.
• 2、 Anand, Radhika,Cham, Pankaj Singh,Raina, Sushil,Sharma, Sumit,Singh, Parvinder Pal,Vishwakarma, Ram. A.. "A concise and sequential synthesis of the nitroimidazooxazole based drug, Delamanid and related compounds". . p. 17085 - 17093. Retrieved 2020/05/18.
• 3、 -. "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.