370854-78-7

Basic information

• Product Name: 1,4-bis(1-methyl-1H-imidazol-5-yl)benzene
• Synonyms: 1,4-bis(1-methyl-1H-imidazol-5-yl)benzene
• CAS NO: 370854-78-7
• Molecular Weight: 238.292
• Mol File: 370854-78-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-bis(1-methyl-1H-imidazol-5-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(1-methyl-1H-imidazol-5-yl)benzene(370854-78-7)
• EPA Substance Registry System: 1,4-bis(1-methyl-1H-imidazol-5-yl)benzene(370854-78-7)

Safety Data

• Hazardous Substances Data: 370854-78-7(Hazardous Substances Data)

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 106-37-6 1.4-dibromobenzene 

Relevant articles and documents

Regioselective synthesis of 4,5-diaryl-1-methyl-1H-imidazoles including highly cytotoxic derivatives by Pd-catalyzed direct C-5 arylation of 1-methyl-1H-imidazole with aryl bromides

A general and efficient three-step procedure for the highly regioselective synthesis of 1-methyl-1H-imidazoles possessing electron-rich, electron-neutral, and/or electron-deficient aryl moieties at their 4- and 5-positions is described. The first step involves the Pd-catalyzed direct C-5 arylation of commercially available 1-methyl-1H-imidazole with aryl bromides, and the second and third steps of the sequence involve the selective C-4 bromination of the resulting 5-aryl-1-methyl-1H-imidazoles with NBS, followed by a PdCl 2(dppf)-catalyzed Suzuki-type reaction between 5-aryl-4-bromo-1- methyl-1H-imidazoles and arylboronic acids under phase-transfer conditions. Two 4,5-diaryl-1-methyl-1H-imidazoles so prepared, which can be regarded as Z-restricted analogues of naturally occurring combretastatin A-4 (CA-4), proved to be highly cytotoxic against a variety of human tumor cell lines, and one of these derivatives has been shown to be more cytotoxic than CA-4 and all of the imidazole derivatives investigated in the literature thus far. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.