5-(4-Methoxy-benzyl)-2H-tetrazole

Base Information

• Chemical Name: 5-(4-Methoxy-benzyl)-2H-tetrazole
• CAS No.: 132372-75-9
• Molecular Formula: C9H10N4O
• Molecular Weight: 190.205
• DSSTox Substance ID: DTXSID10355179
• Nikkaji Number: J3.320.584H
• Wikidata: Q82133893
• ChEMBL ID: CHEMBL1423183
• Mol file: 132372-75-9.mol

Synonyms:132372-75-9;5-(4-Methoxy-benzyl)-2H-tetrazole;1H-TETRAZOLE, 5-[(4-METHOXYPHENYL)METHYL]-;5-[(4-methoxyphenyl)methyl]-2H-tetrazole;5-(4-methoxybenzyl)-2H-tetrazole;anisyltetrazole;ChemDiv3_015232;Cambridge id 5682871;5682-87-1;MLS000523629;SCHEMBL6150323;CHEMBL1423183;SCHEMBL15542867;DTXSID10355179;IWWXWEYVLHRYML-UHFFFAOYSA-N;HMS1516E08;HMS2377N11;HMS3438P10;5-(4-Methoxy-benzyl)-1H-tetrazole;BBL038157;MFCD01455831;STK031236;2H-Tetrazole, 5-(4-methoxybenzyl)-;AKOS000261537;AKOS000310277;SMR000122702;BB 0238276;CS-0240680;2h-tetrazole, 5-[(4-methoxyphenyl)methyl]-;EN300-229643;Z1000623;5-(4-METHOXYBENZYL)-2H-1,2,3,4-TETRAAZOLE;5-[(4-METHOXYPHENYL)METHYL]-1H-1,2,3,4-TETRAZOLE;5-[(4-METHOXYPHENYL)METHYL]-2H-1,2,3,4-TETRAZOLE

Chemical Property of 5-(4-Methoxy-benzyl)-2H-tetrazole

Chemical Property:

• PSA: 63.69000
• LogP: 0.79910
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 190.08546096
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

MC020198:5-(4-Methoxy-benzyl)-2H-tetrazole 98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC2=NNN=N2

Technology Process of 5-(4-Methoxy-benzyl)-2H-tetrazole

There total 2 articles about 5-(4-Methoxy-benzyl)-2H-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: 95.0%

p-methoxybenzylnitrile (104-47-2) → 5-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazole (132372-75-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 2h; Green chemistry;

DOI:10.3987/COM-14-13048

Reference yield:

4-cyanomethylphenol (14191-95-8) → 5-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazole (132372-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 72 h / 20 °C / Inert atmosphere

2.1: sodium azide; triethylamine hydrochloride / toluene / 16 h / 110 °C / Inert atmosphere

With sodium azide; triethylamine hydrochloride; potassium carbonate; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.orglett.9b02633

Reference yield: 69.0%

5-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazole (132372-75-9) + allyl bromide (106-95-6) → 5-[1-(4-methoxyphenyl)but-3-en-1-yl]-1H-1,2,3,4-tetrazole

Guidance literature:

5-[(4-methoxyphenyl)methyl]-1H-1,2,3,4-tetrazole; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 3h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02633

upstream raw materials:

p-methoxybenzylnitrile

4-cyanomethylphenol

Downstream raw materials:

[5-(4-Methoxy-benzyl)-tetrazol-1-yl]-acetic acid

[5-(4-Methoxy-benzyl)-tetrazol-2-yl]-acetic acid

2,3,4,6-tetra-O-acetyl-1-{5-[(4-methoxyphenyl)methyl]-1H-tetrazol-1-yl}-1-deoxy-β-D-glucopyranose

2,3,4,6-tetra-O-acetyl-1-{5-[(4-methoxyphenyl)methyl]-2H-tetrazol-2-yl}-1-deoxy-β-D-glucopyranose