ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate

Base Information

• Chemical Name: ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate
• CAS No.: 86152-46-7
• Molecular Formula: C6H10N4O2
• Molecular Weight: 170.171
• DSSTox Substance ID: DTXSID50365898
• Wikidata: Q82150925
• ChEMBL ID: CHEMBL495085
• Mol file: 86152-46-7.mol

Synonyms:86152-46-7;Ethyl 2-(5-amino-4H-1,2,4-triazol-3-yl)acetate;ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate;ethyl 2-(3-amino-1H-1,2,4-triazol-5-yl)acetate;ethyl 2-(5-amino-1H-1,2,4-triazol-3-yl)acetate;Ethyl (5-Amino-4H-1,2,4-triazol-3-yl)acetate;CHEMBL495085;SCHEMBL22950631;DTXSID50365898;NWORJPBMFMZKAQ-UHFFFAOYSA-N;MFCD05668081;STK503115;AKOS005168731;AKOS005171242;AKOS006344242;DS-18694;CS-0151593;C76793;EN300-232136;A917654;Ethyl2-(5-amino-4H-1,2,4-triazol-3-yl)acetate;Ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate, AldrichCPR

Chemical Property of ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 170.08037557
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=NC(=NN1)N

Technology Process of ethyl (5-amino-1H-1,2,4-triazol-3-yl)acetate

There total 2 articles about ethyl (5-amino-1H-1,2,4-triazol-3-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: 68.0%

ethanol (64-17-5) + 2-(5-amino-1H-1,2,4-triazol-3-yl)acetic acid (143832-52-4) → ethyl 2-(5-amino-1H-1,2,4-triazol-3-yl)acetate (86152-46-7)

Guidance literature:

With thionyl chloride; for 4h; Heating;

DOI:10.1134/S1070427206050168

Reference yield: 65.0%

ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) + aminoguanidine hydrogencarbonate (2200-97-7,2582-30-1,10587-01-6,13998-67-9) → (5-Amino-4H-[1,2,4]triazol-3-yl)-acetic acid ethyl ester (86152-46-7)

Guidance literature:

In acetic acid; 1.) 50-60 deg C, 10 min, 2.) reflux, 1 h;

DOI:10.1007/BF00958256

Reference yield: 75.0%

4-chloro-benzoyl chloride (122-01-0) + ethyl 2-(5-amino-1H-1,2,4-triazol-3-yl)acetate (86152-46-7) → ethyl 1-(4-chlorobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate (1119566-66-3)

Guidance literature:

With pyridine; In 1,4-dioxane; at 0 - 20 ℃; for 4.5h;

DOI:10.1016/j.ejmech.2008.03.017

upstream raw materials:

ethyl 3-ethoxy-3-iminopropanoate hydrochloride

aminoguanidine hydrogencarbonate

ethanol

2-(5-amino-1H-1,2,4-triazol-3-yl)acetic acid

Downstream raw materials:

ethyl 1-benzoyl-5-amino-1H-1,2,4-triazole-3-acetate

ethyl 1-(4-chlorobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate

ethyl 1-(4-methoxybenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate

ethyl 1-(4-nitrobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate