Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate

Base Information

• Chemical Name: Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate
• CAS No.: 92972-78-6
• Molecular Formula: C₁₆H₁₆N₄O₄
• Molecular Weight: 328.327
• DSSTox Substance ID: DTXSID001179400

Synonyms:DTXSID001179400;Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate;92972-78-6

Chemical Property of Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 328.11715500
• Heavy Atom Count: 24
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CN1C(=NN=N1)C2=CC=C(O2)C3=CC=C(C=C3)OC

Technology Process of Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate

There total 5 articles about Ethyl 5-[5-(4-methoxyphenyl)-2-furanyl]-1H-tetrazole-1-acetate 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: 52.0%

ethyl bromoacetate (105-36-2) + 5-[5-(4-methoxy-phenyl)-furan-2-yl]-1(2)H-tetrazole (60838-11-1) → {5-[5-(4-Methoxy-phenyl)-furan-2-yl]-tetrazol-2-yl}-acetic acid ethyl ester (93674-61-4) + {5-[5-(4-Methoxy-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid ethyl ester (92972-78-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 16h; Heating;

DOI:10.1135/cccc19841699

Reference yield:

5-((4-methoxy)phenyl)furan-2-carboxylic acid (52938-99-5) → {5-[5-(4-Methoxy-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid ethyl ester (92972-78-6)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂ / DMF / 0.67 h / Heating

2: 92 percent / triethylamine / CHCl₃ / 1.) -5 to 0 deg C, 30 min; 2.) r.t., 1 h

3: PCl₅ / benzene / 0.25 h / 75 °C

4: sodium azide / dimethylformamide / 0.5 h

With thionyl chloride; sodium azide; phosphorus pentachloride; triethylamine; DMF; In chloroform; N,N-dimethyl-formamide; benzene;

DOI:10.1135/cccc19841505

Reference yield:

{[1-Chloro-1-[5-(4-methoxy-phenyl)-furan-2-yl]-meth-(Z)-ylidene]-amino}-acetic acid ethyl ester (92973-02-9) → {5-[5-(4-Methoxy-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid ethyl ester (92972-78-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 0.5h; Yield given;

DOI:10.1135/cccc19841505

upstream raw materials:

{[1-Chloro-1-[5-(4-methoxy-phenyl)-furan-2-yl]-meth-(Z)-ylidene]-amino}-acetic acid ethyl ester

ethyl bromoacetate

5-[5-(4-methoxy-phenyl)-furan-2-yl]-1⁽²⁾H-tetrazole

5-(p-Methoxyphenyl)mucyl chloride

Downstream raw materials:

{5-[5-(4-Methoxy-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid

Potassium; {5-[5-(4-methoxy-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetate

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