56476-95-0

Upstream product

• 54798-92-4 2-phenyl-2H-tetrazole-5-carboxylic acid 
• 62-53-3 aniline 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 6313-33-3 formamidine hydrochloride 

Downstream Products

• 62248-95-7 1-aza-cyclohepta-1,2,4,6-tetraene 
• 29872-49-9 N-phenylcarbodiimide 
• 73876-43-4 N-phenylnitrilimine 
• 622-34-4 1-phenylcyanamide 
• 622-37-7 Phenyl azide 
• 55115-07-6 1-Phenylpyrazol-5-carbonsaeure-methylester 
• 87839-60-9 2-Anilino-3-cyanpropionsaeure-methylester 
• 87839-61-0 methyl 1-phenyl-2-pyrazoline-5-carboxylate 
• 52708-38-0 2-(4-nitro-phenyl)-2H-tetrazole 

Relevant academic research and scientific papers

Preparation of 2-(2H-Tetrazol-2-yl)benzoic Acids via Regioselective Cu(I) Catalyzed N2 Arylation of Tetrazole

2-(2H-Tetrazol-2-yl)benzoic acid 1 and analogs were prepared via Cu(I) catalyzed C-N coupling of 2-iodo or 2-bromo benzoic acids with 5-(ethylthio)-1H- tetrazole followed by reductive cleavage of the thioether bond. The C-N coupling was regioselective toward the N2-position on tetrazole. The scope of this methodology was demonstrated on a series of 2-halobenzoic acid substrates in moderate yields.

Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole.

One-Pot Reactions for Synthesis of 2,5-Substituted Tetrazoles from Aryldiazonium Salts and Amidines

One-pot sequential reactions of aryldiazonium salts with amidines followed by the treatment of I2/KI under basic conditions provide 2,5-disubstituted tetrazoles in moderate to excellent yields. This one-pot synthesis has several advantages such as mild reaction conditions, short reaction time, convenient workup, and high yields, making this methodology practical.

1,3-Dipolar Cycloadditions, 87. Contributions to the Chemistry of N-Phenylnitrilimine

The N-phenyl derivative 7 is introduced as the first monosubstituted and interceptible nitrilimine whereas the cycloadditions of disubstituted representatives have been preparatively utilized in the past.Photolysis of 2-phenyltetrazole in the presence of methyl acrylate gives rise to methyl 1-phenyl-2-pyrazoline-5-carboxylate which on further irradiation suffers ring cleavage.The sodium salt of α-nitroformaldehyde phenylhydrazone (15) eliminates NaNO2 in refluxing acetonitrile whereby the intermediate 7 is accepted in situ by acrylic ester, styrene and norbornene.The interaction of methyl acrylate with the anionic precursor 15 furnishes further products.The formal dimer of 7, the 1,4-diphenyl-1,4-dihydro-1,2,4,5-tetrazine, is probably formed by reaction of 7 with 15.