Ethyl 2-(4-phenyltriazol-1-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(4-phenyltriazol-1-yl)acetate
• CAS No.: 51720-15-1
• Molecular Formula: C12H13N3O2
• Molecular Weight: 231.254
• DSSTox Substance ID: DTXSID40361187
• Nikkaji Number: J2.356.875F
• Wikidata: Q82143388
• ChEMBL ID: CHEMBL1571323
• Mol file: 51720-15-1.mol

Synonyms:ethyl 2-(4-phenyltriazol-1-yl)acetate;51720-15-1;ethyl 2-(4-phenyl-1h-1,2,3-triazol-1-yl)acetate;1H-1,2,3-Triazole-1-acetic acid, 4-phenyl-, ethyl ester;MLS000113372;CHEMBL1571323;DTXSID40361187;HMS2167G10;HMS3316E07;AKOS040853590;SMR000109271;SR-01000388459;SR-01000388459-1;1-(2-Oxo-2-ethoxyethyl)-4-phenyl-1H-1,2,3-triazole

Chemical Property of Ethyl 2-(4-phenyltriazol-1-yl)acetate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.100776666
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CN1C=C(N=N1)C2=CC=CC=C2

Technology Process of Ethyl 2-(4-phenyltriazol-1-yl)acetate

There total 10 articles about Ethyl 2-(4-phenyltriazol-1-yl)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: 100.0%

ethyl-2-azidoacetate (637-81-0) + phenylacetylene (536-74-3) → (4-phenyl-[1,2,3]triazol-1-yl)-acetic acid ethyl ester (51720-15-1)

Guidance literature:

With bis[1-(4-sodiumsulfonatepropyl)-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolyl-3-ylidine]copper(I) hexafluorophosphate; In neat (no solvent); at 20 ℃; for 0.5h;

DOI:10.1039/c4ob01350f

Reference yield: 99.0%

ethyl bromoacetate (105-36-2) + phenylacetylene (536-74-3) → (4-phenyl-[1,2,3]triazol-1-yl)-acetic acid ethyl ester (51720-15-1)

Guidance literature:

With sodium azide; copper; In water; at 55 ℃; for 49h; Green chemistry;

DOI:10.1039/c3nj00468f

Reference yield: 98.0%

chloroacetic acid ethyl ester (105-39-5) + phenylacetylene (536-74-3) → (4-phenyl-[1,2,3]triazol-1-yl)-acetic acid ethyl ester (51720-15-1)

Guidance literature:

With sodium azide; In water; at 20 ℃; for 5h; Green chemistry;

DOI:10.1002/aoc.4752

upstream raw materials:

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

ethyl bromoacetate

ethyl-2-azidoacetate

phenylacetylene

Downstream raw materials:

1-<(carboxyhydrazine)-methyl>-4-phenyl-1H-1,2,3-triazole

Refernces

• 1、 Duan, Jiahui,He, Xinwei,Li, Ruxue,Shang, Yongjia,Tang, Qiang,Xie, Mengqing. "Copper-catalyzed cascade three-component azide-alkyne cycloaddition/condensation/transesterification: Easy access to 3-triazolylcoumarins". . p. 12266 - 12273. Retrieved 2020.
• 2、 Nahlé,Salim,El Hajjaji,Aouad,Messali,Ech-Chihbi,Hammouti,Taleb. "Novel triazole derivatives as ecological corrosion inhibitors for mild steel in 1.0 M HCl: experimental & theoretical approach". . p. 4147 - 4162. Retrieved 2021/02/02.
• 3、 Seo, Changhyeon,Cheong, Yeon-Joo,Yoon, Woojin,Kim, Jaegyeom,Shin, Jinho,Yun, Hoseop,Kim, Seung-Joo,Jang, Hye-Young. "Mononuclear Copper Complexes with Tridentate Tris(N-heterocyclic carbene): Synthesis and Catalysis of Alkyne-Azide Cycloaddition". . p. 16 - 22. Retrieved 2021/01/13.