205253-29-8

Basic information

• Product Name: p-toluenesulfonyl imidazole
• Synonyms: p-toluenesulfonyl imidazole
• CAS NO: 205253-29-8
• Molecular Weight: 222.268
• Mol File: 205253-29-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: p-toluenesulfonyl imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: p-toluenesulfonyl imidazole(205253-29-8)
• EPA Substance Registry System: p-toluenesulfonyl imidazole(205253-29-8)

Safety Data

• Hazardous Substances Data: 205253-29-8(Hazardous Substances Data)

Upstream product

• 455-16-3 p-toluenesulfonyl fluoride 
• 2232-08-8 N-tosylimidazole 
• 191542-49-1 2-tosyl-1-(triphenylmethyl)-1H-imidazole 

Downstream Products

• 191542-40-2 1-<3-(phenylselanyl)propyl>-2-tosyl-1H-imidazole 
• 191542-41-3 1-<4-(phenylselanyl)butyl>-2-tosyl-1H-imidazole 
• 67217-55-4 6-monotoluenesulfonyl-β-cyclodextrin 
• 56503-24-3 mono-3-p-toluenesulfonyl-α-cyclodextrin 
• 223927-94-4 1-(3-chloropropyl)-2-tosyl-1H-imidazole 
• 191542-42-4 1-<5-(phenylselanyl)pentyl>-2-tosyl-1H-imidazole 

Relevant articles and documents

Radical cyclisation onto imidazoles and benzimidazoles

New synthetic methodology has been developed for the synthesis of [1,2- a]fused imidazoles and benzimidazoles using intramolecular homolytic aromatic substitution. In the intramolecular substitution, N-(ω-alkyl) radicals are generated using Bu3SnH from N-(ω-phenylselanyl)alkyl side chains. Phenylselanyl groups are used as radical leaving groups to avoid problems in the N-alkylation of imidazoles and benzimidazoles. Arylsulfones for imidazoles, and phenylsulfides for benzimidazoles, are used at the leaving groups in the homolytic substitutions.

Radical cyclisation onto imidazoles and benzimidazoles

A new protocol for the synthesis of [1,2-a]-fused benzimidazoles and imidazoles has been developed using intramolecular homolytic aromatic substitution via ω-alkyl radicals generated from 1-(ω-benzeneselenylakyl)-2(benzenesulfenyl)- benzimidazoles and -2-(p-toluenesulfonyl)imidazoles.