5-(2′-chlorophenyl)-2-methyltetrazole

Base Information

• Chemical Name: 5-(2′-chlorophenyl)-2-methyltetrazole
• CAS No.: 77455-51-7
• Molecular Formula: C₈H₇ClN₄
• Molecular Weight: 194.623
• Mol file: 77455-51-7.mol

Synonyms:5-(2′-chlorophenyl)-2-methyltetrazole

Chemical Property of 5-(2′-chlorophenyl)-2-methyltetrazole

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 5-(2′-chlorophenyl)-2-methyltetrazole

There total 7 articles about 5-(2′-chlorophenyl)-2-methyltetrazole 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: 66.0%

5-(2-chlorophenyl)-1H-tetrazole (50907-46-5) + carbonic acid dimethyl ester (616-38-6) → 5-(2-chlorophenyl)-1-methyl-1H-tetrazole (77455-52-8) + 5-(2′-chlorophenyl)-2-methyltetrazole (77455-51-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 130 ℃; for 20h; Overall yield = 97 %; Green chemistry;

DOI:10.1002/jhet.2179

Reference yield: 61.0%

tert.-butylhydroperoxide (75-91-2) + 5-(2-chlorophenyl)-3H-tetrazole (50907-46-5) → 5-(2′-chlorophenyl)-2-methyltetrazole (77455-51-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In water; acetonitrile; at 100 ℃; for 8h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b02875

Reference yield: 43.1%

5-(2-chlorophenyl)-1H-tetrazole (50907-46-5) + methyl iodide (74-88-4) → 5-(2-chlorophenyl)-1-methyl-1H-tetrazole (77455-52-8) + 5-(2′-chlorophenyl)-2-methyltetrazole (77455-51-7)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 12h; Heating;

DOI:10.1039/P19810000390

upstream raw materials:

5-(2-chlorophenyl)-1H-tetrazole

methyl iodide

2-Chlorobenzonitrile

5-(2-chlorophenyl)-3H-tetrazole

Refernces

• 1、 Imai, Taro,Harigae, Ryo,Moriyama, Katsuhiko,Togo, Hideo. "Preparation of 5-Aryl-2-Alkyltetrazoles with Aromatic Aldehydes, Alkylhydrazine, Di-tert-butyl Azodicarboxylate, and [Bis(trifluoroacetoxy)iodo]benzene". . p. 3975 - 3980. Retrieved 2016/05/24.
• 2、 Wang, Liang,Wu, Wenting,Chen, Qun,He, Mingyang. "Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation". . p. 7923 - 7926. Retrieved 2015/01/09.