5-methyl-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-methyl-1-phenyl-1H-tetrazole
• CAS No.: 22706-20-3
• Molecular Formula: C8H8 N4
• Molecular Weight: 160.1759
• Mol file: 22706-20-3.mol

Synonyms:5-Methyl-2-phenyltetrazole

Chemical Property of 5-methyl-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-methyl-1-phenyl-1H-tetrazole

There total 6 articles about 5-methyl-1-phenyl-1H-tetrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

acetamidine hydrochloride (124-42-5) + benzenediazonium tetrafluoroborate (369-57-3) → 5-methyl-2-phenyl-2H-tetrazole (22706-20-3)

Guidance literature:

acetamidine hydrochloride; benzenediazonium tetrafluoroborate; With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 1h;

With iodine; potassium iodide; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.5b03068

Reference yield: 67.0%

5-methyl-1,2,3,4-tetrazole (4076-36-2) + phenylboronic acid (98-80-6) → 5-methyl-2-phenyl-2H-tetrazole (22706-20-3)

Guidance literature:

With di-μ-hydroxo-bis[(N,N,N′,N′-tetramethylethylenediamine)copper(II)] chloride; oxygen; potassium carbonate; In dichloromethane; at 20 ℃; for 16h; Concentration; Reagent/catalyst; regioselective reaction;

DOI:10.1021/jo500862t

Reference yield:

5-methyltetrazole (4076-36-2) + phenylboronic acid (98-80-6) → 5-methyl-2-phenyl-2H-tetrazole (22706-20-3)

Guidance literature:

With C₁₄H₁₁CuF₃N₂O₆S₂; oxygen; In methanol; at 50 ℃; for 12h;

DOI:10.1021/acscatal.8b01881

upstream raw materials:

1-azido-2,4,6-tribromo-benzene

acetaldehyde phenylhydrazone

5-methyl-1,2,3,4-tetrazole

phenylboronic acid

Downstream raw materials:

1,5,5-triphenyl-3-methyl-4,5-dihydropyrazole

3,4-Dimethyl-1-phenyl-2-pyrazolin-5-carbonsaeure-methylester

3,4-Dimethyl-1-phenylpyrazol-5-carbonsaeure-methylester

3,5-Dimethyl-1-phenyl-2-pyrazolin-4-carbonsaeure-methylester

Refernces

• 1、 Berzina, Beatrise,Sokolovs, Igors,Suna, Edgars. "Copper-Catalyzed para-Selective C-H Amination of Electron-Rich Arenes". . p. 7008 - 7014. Retrieved 2015/11/23.
• 2、 Onaka, Takuya,Umemoto, Hideaki,Miki, Yasuyoshi,Nakamura, Akira,Maegawa, Tomohiro. "Cu(OH)(TMEDA)2Cl2-catalyzed regioselective 2-arylation of 5-substituted tetrazoles with boronic acids under mild conditions". . p. 6703 - 6707. Retrieved 2014/08/05.