77455-50-6

Upstream product

• 51449-86-6 5-(2-methylphenyl)-1H-tetrazole 
• 74-88-4 methyl iodide 
• 2170-09-4 N,2-dimethylbenzamide 
• 529-19-1 2-Methylbenzonitrile 
• 136139-16-7 N,2-dimethylbenzonitrilium trifluoromethanesulphonate 

Relevant academic research and scientific papers

Improved conditions for converting sterically hindered amides to 1,5-disubstituted tetrazoles

Improved conditions for converting amides into 1,5-disubstituted tetrazoles are described. The optimum reaction conditions [diisopropyl azodicarboxylate (DIAD), diphenylphosphoryl azide (DPPA), and diphenyl-2-pyridyl phosphine in THF at 45 °C] converted s

Controlled Synthesis of 5-Substituted 1-Methyl-1H-Tetrazoles and 3,5-Disubstituted 1,4-dimethyltriazolium Salts from N-Methylnitrilium Trifluoromethanesulfonate Salts.

C-Alkyl and -benzyl N-methylnitrilium trifluoromethanesulfonate salts, 1C=NMe>+ OTf- (R1=Me, Prn, Pri, But, PhCH2; OTf=O3SCF3), react rapidly under mild conditions with either sodium azide or tetramethylguanidinium azide in nitromethane to give the corresponding 5-substituted 1-methyl-1H-tetrazoles as the sole product in high yields.These reactions are independent of the mode of addition.C-aryl-N-methylnitrilium trifluoromethanesulfonate salts (R1=C6H6, 2-MeC6H4, 4-MeC6H4, 2,4-Me2C6H3) give mixtures of the corresponding tetrazoles and the triazolium salts with sodium azide.With tetramethylguanidinium azide the products depend upon the mode of addition.Addition of the nitrilium salt to the azide gives only the tetrazole, while inverse addition gives the triazolium salt in high yield.

A Study of Annular Tautomerism, Interannular Conjugation, and Methylation Reactions of ortho-Substituted-5-aryltetrazoles using Carbon-13 and Hydrogen-1 N.M.R. Spectroscopy

In ortho-substituted-5-phenyltetrazoles, Ar-CN4H (Ar = 2'-MeC6H4, 2'-ClC6H4, or 2',6'-Cl2C6H3), the rings are twisted out of the planar configuration and interannular conjugation is inhibited.In each case the tetrazole 1-NH tautomer is strongly predominan