101901-58-0

Basic information

• Product Name: 1H-Imidazole, 2,4,5-tribromo-1-[(4-methoxyphenyl)methyl]-
• CAS NO: 101901-58-0
• Molecular Formula: C11H9Br3N2O
• Molecular Weight: 424.917
• Mol File: 101901-58-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole, 2,4,5-tribromo-1-[(4-methoxyphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole, 2,4,5-tribromo-1-[(4-methoxyphenyl)methyl]-(101901-58-0)
• EPA Substance Registry System: 1H-Imidazole, 2,4,5-tribromo-1-[(4-methoxyphenyl)methyl]-(101901-58-0)

Safety Data

• Hazardous Substances Data: 101901-58-0(Hazardous Substances Data)

Usage

Derivative of imidazole

A heterocyclic organic compound

Characterized by

Tribromo and methoxyphenylmethyl groups

Used in

Chemical and pharmaceutical applications

Building block

For the synthesis of other compounds

Reagent

In organic chemistry reactions

Potential properties

Biological and medicinal, of interest for further research and development.

Upstream product

• 2034-22-2 2,4,5-tribromo-1H-imidazole 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 1448032-48-1 4,5-dibromo-1-(4-methoxybenzyl)-2-phenyl-1H-imidazole 
• 1448032-70-9 2-(2-furyl)-4,5-di(4-methoxyphenyl)-1-(4-methoxybenzyl)-1H-imidazole 
• 1448032-69-6 1-(4-methoxybenzyl)-4,5-di(3-nitrophenyl)-2-(2-tolyl)-1H-imidazole 
• 1448032-68-5 4,5-di(4-methoxyphenyl)-1-(4-methoxybenzyl)-2-(3-nitrophenyl)-1H-imidazole 
• 1448032-52-7 4,5-dibromo-2-(2-furyl)-1-(4-methoxybenzyl)-1H-imidazole 
• 1448032-51-6 4,5-dibromo-1-(4-methoxybenzyl)-2-(2-tolyl)-1H-imidazole 
• 1448032-50-5 4,5-dibromo-1-(4-methoxybenzyl)-2-(3-nitrophenyl)-1H-imidazole 
• 1448032-49-2 4,5-dibromo-2-(4-methoxyphenyl)-1-(4-methoxybenzyl)-1H-imidazole 
• 101853-96-7 ethyl 1-(4-methoxybenzyl)-1H-thieno<2,3-d>imidazole-5-carboxylate 
• 101853-88-7 4-bromo-1-(4-methoxybenzyl)imidazole-5-carbaldehyde 
• 2034-22-2 2,4,5-tribromo-1H-imidazole 
• 112517-33-6 4,5-dibromo-1-(4-methoxybenzyl)imidazol-2-yldiphenylmethanol 

Relevant articles and documents

Selective sequential cross-coupling reactions on imidazole towards neurodazine and analogues

Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

Azoles. Part 4. Nucleophilic Substitution Reactions of Halogenoimidazoles

A number of N-protected derivatives of 2,4,5-tribromoimidazole, 4(5)-bromo-5(4)-nitroimidazole, and 2,4(5)-dibromo-5(4)-nitroimidazole have been prepared by standard procedures and treated with various nucleophiles.Whereas 2,4,5-tribromo (and tri-iodo)imidazole reacted with sodium benzenethiolate to give the corresponding 4,5-dihalogenoimidazole and diphenyl disulphide, 1-protected derivatives of 2,4,5-tribromoimidazole reacted with various sodium alkane (or arene)thiolates and with sodium isopropoxide, in isoprpopyl alcohol, by displacement of the 2-bromine atom. 1-Benzyl-5-bromo-4-nitroimidazole (14), 2-(5-bromo-4-nitroimidazol-1-yl)acetate (25), and 5-bromo-4-nitro-1-phenacylimidazole (26) reacted by displacement of the 5-bromine atom.The product arising from reaction of the last compound with ethyl 2-mercaptoacetate in ethanol in the presence of base, cyclised to give ethyl 3-hydroxy-7-nitro-3-phenylimidazolothiazine-2-carboxylate (35).