2513-65-7

Upstream product

• 75-07-0 acetaldehyde 
• 150-61-8 N,N'-diphenylethylenediamine 
• 625-60-5 ethyl thioacetate 
• 109-92-2 ethyl vinyl ether 
• 2522-21-6 4,5-Dihydro-1,3-diphenyl-1H-imidazoliumchlorid 
• 917-64-6 methyl magnesium iodide 
• 193552-63-5 2-cyano-1,3-diphenylimidazolidine 

Downstream Products

• 59281-86-6 N-(2-anilino-ethyl)-acetanilide 

Relevant academic research and scientific papers

Preparation of aminals in water

Aminals, which are used as protecting groups in syntheses and are part of many biologically active compounds, are normally prepared from aldehydes and diamines under conditions that remove water in order to shift the equilibrium to the side of the aminal.

Synthesis of substituted 1H-4,5-dihydroimidazolium salts by dehydrogenation of imidazolidines

A study is presented on the scope of the method to obtain 1H-4,5-dihydroimidazolium salts 3 by dehydrogenation of 1,3-di and 1,2,3-trisubstituted imidazolidines 2. Of the dehydrogenating agents used, N-bromoacetamide leads to the best results, providing a

Nucleophilic Addition to Substituted 1H-4,5-Dihydroimidazolium Salts

1H-4,5-Dihydroimidazolium salts 1 react readily with nucleophilic reagents originating cyclic products which may be stable or become transformed into acyclic compounds maintaining the structural ethylenediamine unit. With methylmagnesium iodide compound le affords the expected imidazolidine, but in the case of substituted 1-aryl-3-methyl-2-phenyl salts 1b-d the N-aryl-N'-methylethylenediamines 3b-d and acetophenone (4) were isolated, the process representing the transfer of the C-2 unit to a nucleophilic carbon. With alkaline cyanides salts 1 react efficiently affording α,α-diaminonitriles 5. In these compounds the cyano group may be readily substituted by nucleophiles (hydroxyl anion, species with nucleophilic carbon and reagents that act by hydride ion transfer), in a way similar to the salts but with better yields.