123149-88-2

Upstream product

• 593-75-9 methyl isocyanate 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 

Downstream Products

• 123149-93-9 N-Methyl-2-phenyl-2-(phenyl-hydrazono)-acetamide 
• 123149-98-4 N-[1-(1-Methyl-1H-tetrazol-5-yl)-1-phenyl-meth-(E)-ylidene]-N'-phenyl-hydrazine 
• 4172-91-2 N-((methylimino)methylene)aniline 
• 20034-95-1 2,4-diphenyl-2H-[1,2,3]triazole 
• 100-47-0 benzonitrile 
• 1086-42-6 N-Methyl-3-phenyl-2-chinoxalinamin 

Relevant academic research and scientific papers

On the Reaction of Isocyanides with Nitrile Imines

Four competing reactions have been found to occur when nitrile imines 2 are generated from 1 in the presence of isocyanides 3.The products obtained include i) 1,2,3-triazolium salts 6, ii) 1,2,4-triazolium salts 8, iii) dihydrotriazolyl-substituted pyrazolamines 11, and iv) unstable 1,2-diazetimine derivatives 12 which in turn give carbodiimides 13, nitriles 14, quinoxalinamines 15, and possibly 1,2,4-triazoles 16 (after addition of 2).The proportions, in particular those of 6,8, and 11, depend on the reaction conditions; thus, triethylamine used in excess can oppress the formation of 6 in favour of 8 and 11. - The structure of 11 has been elucidated by means of X-ray diffraction analyses of 11a and c. - Key Words: Isocyanides / Nitrile imines / Triazolium salts / Pyrazoles / 1,2-Diazet-3-imines

Ring Cleavage of 1,2,3-Triazolium Ions with Nucleophiles

The 1,2,3-triazolium salts 1 react with a variety of nucleophiles to give products of ring scission like 2-5.The new 1,2,3-triazolium reaction most probably does not follow the pattern known in the case of isoxazolium and furazanium salts.

1,2,4-TRISUBSTITUTED 1,2,3-TRIAZOLIUM SALTS FROM NITRILIMINES AND ISOCYANIDES

Diarylnitrilimines (from 1 and triethylamine) react with alkyl isocyanides 2 to form, through proton transfer, the quaternary salts 3A.This constitutes a novel synthetic approach to the 1,2,3-triazolium ring having groups on adjacent nitrogens.