1372812-41-3

Upstream product

• 106-47-8 4-chloro-aniline 
• 194935-56-3 N-(2-bromoethyl)phenylacetamide 
• 1372812-25-3 2-benzyl-1-(4-chlorophenyl)-4,5-dihydro-1H-imidazole 
• 74-88-4 methyl iodide 
• 1372812-17-3 N-(4-chlorophenyl)-N'-phenylacetylethylenediamine 

Relevant academic research and scientific papers

Synthesis and synthetic applications of 1-aryl-2-alkyl-4,5-dihydro-1 H-imidazoles

An easy synthesis of 1-aryl-2-alkyl-4,5-dihydro-1H-imidazoles 1 by cyclo-condensation of N-acyl-N-arylethylenediamines 2 is described. Such precursors were synthesized by aminolysis of the corresponding N-(2-bromoethyl)amides 3. Cyclizations were performed using trimethylsilyl polyphosphate as a mild dehydrating agent, under microwave irradiation. Chemical properties of 1-aryl-2-alkyl-4,5-dihydro-1H-imidazoles, typical of the amidine system, were studied. Reduction of dihydroimidazoles with sodium cyanoborohydride leads regiospecifically to N-alkyl-N-arylethylenediamines 4, and nucleophilic attack to methyl iodide leads to the corresponding 1-aryl-2-alkyl-3-methyl-4,5-dihydro-1H-imidazolium salts 5.