5-(4'-methylbiphenyl-2-yl)-1H-tetrazole

Base Information

• Chemical Name: 5-(4'-methylbiphenyl-2-yl)-1H-tetrazole
• CAS No.: 120568-11-8
• Molecular Formula: C14H12N4
• Molecular Weight: 236.276
• European Community (EC) Number: 641-874-9
• UNII: ECZ29UKI0W
• DSSTox Substance ID: DTXSID40152911
• Nikkaji Number: J398.048K
• Wikidata: Q27277110
• ChEMBL ID: CHEMBL1908064
• Mol file: 120568-11-8.mol

Synonyms:120568-11-8;5-(4'-methylbiphenyl-2-yl)-1H-tetrazole;5-[2-(4'-Methylbiphenyl)]tetrazole;Losartan potassium impurity E;L-158507;5-(4'-Methyl-1,1'-biphen-2-yl)-1H-tetrazole;5-(4'-Methyl-2-biphenyl)tetrazole;5-[2-(4-Methylbiphenyl)]tetrazole;5-[2-(4-methylphenyl)phenyl]-2H-tetrazole;5-(4'-Methyl-[1,1'-biphenyl]-2-yl)-1h-tetrazole;5-(4'-Methylbiphenyl-2-yl)-2H-tetrazole;UNII-ECZ29UKI0W;ECZ29UKI0W;5-(2-(4'-Methylbiphenyl))tetrazole;5-(4'-Methyl-1,1'-biphenyl-2-yl)-1H-tetrazole;Losartan potassium impurity E [EP];1H-Tetrazole, 5-(4'-methyl[1,1'-biphenyl]-2-yl)-;2H-Tetrazole, 5-(4'-methyl(1,1'-biphenyl)-2-yl)-;(5P)-5-(4'-methyl[1,1'-biphenyl]-2-yl)-1H-tetrazole;5-{4'-methyl-[1,1'-biphenyl]-2-yl}-2H-1,2,3,4-tetrazole;Methylbiphenyl Tetrazole;Losartan Potassium Imp. E (EP);Losartan Imp. E (EP);5-(4'-Methylbiphenyl-2-yl)-1H-tetrazole;Losartan Potassium Impurity E;Losartan Impurity E;SCHEMBL1774035;SCHEMBL8171721;CHEMBL1908064;BDBM36634;DTXSID40152911;VWOJMXKARYCRCC-UHFFFAOYSA-N;MFCD00870018;5-(4'-methylbiphenyl-2-yl)tetrazole;AKOS000278514;AKOS032947897;SB13063;5-[2-(4'-Methylbiphenyl)] Tetrazole;BS-42389;4-Methyl-2'-[1H-tetrazol-5-yl]biphenyl;5-(4'-methyl biphenyl-2-yl)-1H-tetrazole;5-(4'-Methyl-biphenyl-2-yl)-2H-tetrazole;5-(4/'-Methylbiphenyl-2-yl)-1H-tetrazole;FT-0653470;2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl;F19488;A804537;L158507;A1-03006;J-516265;L 158507;LOSARTAN POTASSIUM IMPURITY E [EP IMPURITY];L-158,507;Q27277110;5-[2-(4-methylphenyl)phenyl]-1H-1,2,3,4-tetrazole;Z2235812862;Losartan Potassium Imp. E (EP): 5-(4'-Methylbiphenyl-2-yl)-1H-tetrazole

Chemical Property of 5-(4'-methylbiphenyl-2-yl)-1H-tetrazole

Chemical Property:

• Melting Point: 150 °C
• Boiling Point: 458.396 °C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 214.529 °C
• PSA: 54.46000
• Density: 1.216 g/cm³
• LogP: 2.84210
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 236.106196400
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

5-(4'-Methylbiphenyl-2-yl)-2H-tetrazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=C2C3=NNN=N3
• Uses: Valsartan (V095750) impurity.

Technology Process of 5-(4'-methylbiphenyl-2-yl)-1H-tetrazole

There total 48 articles about 5-(4'-methylbiphenyl-2-yl)-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: 99.0%

N-triphenylmethyl-5-(4'-methylbiphenyl-2-yl)tetrazole (124750-53-4) → 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl (120568-11-8)

Guidance literature:

With naphthalene; lithium; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

DOI:10.1055/s-0033-1338623

Reference yield: 98.1%

4’-methyl-[1,1’-biphenyl]-2-formiminohydrazine → 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl (120568-11-8)

Guidance literature:

With acetic acid; sodium nitrite; In water; for 1h;

Reference yield: 97.0%

2-Cyano-4'-methylbiphenyl (114772-53-1) → 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl (120568-11-8)

Guidance literature:

With trimethylsilylazide; tetrabutyl ammonium fluoride; at 120 ℃; for 36h;

DOI:10.1021/jo0499468

upstream raw materials:

2-Cyano-4'-methylbiphenyl

5-<4'-Methyl-1,1'-biphenyl-2-yl>-2-(trimethylstannyl)-2H-tetrazole

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole-1-propanenitrile

N-triphenylmethyl-5-(4'-methylbiphenyl-2-yl)tetrazole

Downstream raw materials:

1-<<2'-<(N-triphenylmethyl)tetrazol-5-yl>biphenyl-4-yl>methyl>-4-butylimidazole-2-carboxaldehyde

C₄₁H₃₆N₆O₂

5-butyl-1-[[(2'-(2-trityl)-tetrazol-5-yl)biphenyl-4-yl]methyl]-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide

5-butyl-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide

Refernces

• 1、 Yoo, Sung-eun,Seo, Jin-soo,Yi, Kyu-yang,Gong, Young-dae. "Solid phase synthesis of biphenyltetrazole derivatives". . p. 1203 - 1206. Retrieved 1997.
• 2、 Kantevari, Srinivas,Nair, C. K. Snehalatha,Pardhasaradhi. "A practical synthesis of 5-(4′-methylbiphenyl-2-yl)-1H-tetrazole". . p. 1353 - 1356. Retrieved 2006.
• 3、 Gutmann, Bernhard,Roduit, Jean-Paul,Kappe, C. Oliver,Roberge, Dominique. "Synthesis of 5-substituted lH-tetrazoles from nitriles and hydrazoic acid by using a safe and scalable high-temperature microreactor approach". . p. 7101 - 7105. Retrieved 2010.
• 4、 Yakambram,Jaya Shree,Srinivasula Reddy,Satyanarayana,Naveen,Bandichhor, Rakeshwar. "Urea mediated 5-substituted-1H-tetrazole via [3?+?2] cycloaddition of nitriles and sodium azide". . p. 445 - 449. Retrieved 2018.
• 5、 Behloul, Cherif,Bouchelouche, Kenza,Hadji, Yasmine,Benseghir, Saadia,Guijarro, David,Nájera, Carmen,Yus, Miguel. "Zn/MeOH-Mediated Practical and Easy Detritylation of Protected 1-Trityltetrazoles". . p. 2455 - 2460. Retrieved 2016.
• 6、 Patil, Umakant B.,Kumthekar, Kedar R.,Nagarkar, Jayashree M.. "A novel method for the synthesis of 5-substituted 1H-tetrazole from oxime and sodium azide". . p. 3706 - 3709. Retrieved 2012.
• 7、 Coca, Adiel,Turek, Evan,Feinn, Liana. "Preparation of 5-substituted 1H-tetrazoles catalyzed by scandium triflate in water". . p. 218 - 225. Retrieved 2015.
• 8、 Wittenberger, Steven J.,Donner, B. Gregory. "Dialkyltin Oxide Mediated Addition of Trimethylsilyl Azide to Nitriles. A Novel Preparation of 5-Substituted Tetrazoles". . p. 4139 - 4141. Retrieved 1993.
• 9、 Jin, Tienan,Kitahara, Fukuzou,Kamijo, Shin,Yamamoto, Yoshinori. "Copper-catalyzed synthesis of 5-substituted 1H-tetrazoles via the [3+2] cycloaddition of nitriles and trimethylsilyl azide". . p. 2824 - 2827. Retrieved 2008.
• 10、 Takale, Santosh,Manave, Smita,Phatangare, Kiran,Padalkar, Vikas,Darvatkar, Nitin,Chaskar, Atul. "Phosphomolybdic acid (H3Mo12O40P) as a reusable heterogeneous catalyst for the synthesis of 5-substituted 1 H-Tetrazoles via [2+3] cycloaddition of nitriles and sodium azide". . p. 2375 - 2381. Retrieved 2012.