Ethyl 1-(4-nitrophenyl)triazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 1-(4-nitrophenyl)triazole-4-carboxylate
• CAS No.: 133902-67-7
• Molecular Formula: C₁₁H₁₀N₄O₄
• Molecular Weight: 262.225
• DSSTox Substance ID: DTXSID701207145
• Mol file: 133902-67-7.mol

Synonyms:133902-67-7;DTXSID701207145;AKOS004904334;Ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

Chemical Property of Ethyl 1-(4-nitrophenyl)triazole-4-carboxylate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 262.07020481
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(N=N1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Ethyl 1-(4-nitrophenyl)triazole-4-carboxylate

There total 3 articles about Ethyl 1-(4-nitrophenyl)triazole-4-carboxylate 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: 29.0%

4-nitrophenyl azide (1516-60-5) + propynoic acid ethyl ester (623-47-2) → ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate (133902-67-7) + 3-(4-Nitro-phenyl)-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester (133902-68-8)

Guidance literature:

In toluene; Heating;

Reference yield:

4-nitrophenylboronic acid (24067-17-2) → ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate (133902-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; copper diacetate / methanol / 55 °C / Inert atmosphere

2: sodium L-ascorbate / methanol / 20 °C

With sodium azide; copper diacetate; sodium L-ascorbate; In methanol; 1: |Huisgen Cycloaddition;

DOI:10.3390/ph14020155

Reference yield:

4-nitrophenyl azide (1516-60-5) + propynoic acid ethyl ester (623-47-2) → ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate (133902-67-7)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; acetonitrile; at 80 ℃; for 0.0333333h; Microwave irradiation;

DOI:10.1055/s-2008-1078019

upstream raw materials:

4-nitrophenyl azide

propynoic acid ethyl ester

4-nitrophenylboronic acid

Downstream raw materials:

1‐(4‐nitrophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol

1-phenyl-1,2,3-triazole-4-carbaldehyde

1-phenyl-1H-1,2,3-triazole-4-carbonitrile

Methyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine