1613081-71-2

Upstream product

• 932-98-9 1-chloro-4-nitroso-benzene 
• 104-94-9 4-methoxy-aniline 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 1613081-82-5 ethyl {[6-chloro-1-(4-methoxyphenyl)-1H-benzimidazol-2-yl]amino}acetate 
• 1613081-75-6 C₁₈H₁₈BClF₃N₃O₄ 
• 882508-75-0 6-chloro-1-(4-methoxyphenyl)-2,3-dihydro-1H-1,3-benzodiazole-2-thione 
• 79759-69-6 6-chloro-1-(4-methoxyphenyl)-1,3-dihydro-2H-benzimidazol-2-one 

Relevant academic research and scientific papers

Aryliminophosphoranes as Key Intermediates in the One-Pot Synthesis of 1-Aryl-1,3-dihydro-2H-benzimidazol-2-ones from N-Aryl-2-nitrosoanilines and Carbon Dioxide under Mild Metal-Free Conditions

A new and convenient protocol is presented for the synthesis of 1-arylbenzimidazol-2-ones by a one-pot reaction of N-aryl-2-nitrosoanilines using solid carbon dioxide as a source of the key carbonyl moiety. The metal-free process is carried out under mild conditions and is compatible with a variety of substituents. The atom economy of the synthesis of the starting nitrosoanilines, accomplished by substitution of hydrogen, makes the entire synthesis of the target compounds environmentally friendly.

A novel annulation reaction of N-substituted-2-nitrosoanilines with esters of α-isocyano acids. A one-pot, two-step route to 2-benzimidazole- substituted esters of α-amino acids

A BF3-promoted α-addition of isocyanides to both nitrogen atoms of N-aryl-2-nitrosoanilines leads to stable BF3-complexes of 3-N-hydroxy-(2-alkylimino)benzimidazole derivatives, which, after reduction with Zn in AcOH produce 1-N-aryl-2-alkylaminobenzimidazoles. This two-step annulation proceeds efficiently in a one-pot protocol with isocyanides derived from esters of α-amino acids. The chirality of the latter remains unaffected in the reaction.