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

Base Information

• Chemical Name: ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate
• CAS No.: 1019-95-0
• Molecular Formula: C11H11N3O2
• Molecular Weight: 217.22394
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10425083
• Wikidata: Q82237839
• Mol file: 1019-95-0.mol

Synonyms:ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate;1019-95-0;ethyl 1-phenyl-1,2,4-triazole-3-carboxylate;ethyl 1-phenyl-1H-[1,2,4]TRIAZOLE-3-carboxylate;ChemDiv3_008978;DTXSID10425083;HMS1498I02;BAA01995;AKOS001788370;CCG-129304;IDI1_026888;CS-0308533;FT-0718083;EN300-123476;N12913;ethyl1-phenyl-1H-1,2,4-triazole-3-carboxylate;ethyl?1-phenyl-1H-1,2,4-triazole-3-carboxylate;J-520554;BRD-K03450706-001-01-4

Chemical Property of ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate

Chemical Property:

• PSA: 57.01000
• LogP: 1.44400
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 217.085126602
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl1-Phenyl-1H-1,2,4-triazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NN(C=N1)C2=CC=CC=C2

Technology Process of ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate

There total 6 articles about ethyl 1-phenyl-1H-1,2,4-triazole-3-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: 85.0%

Ethyl isocyanoacetate (2999-46-4) + benzenediazonium tetrafluoroborate (369-57-3) → ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (1019-95-0)

Guidance literature:

With silver carbonate; In 1,2-dichloro-ethane; at 0 ℃; for 6h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03069

Reference yield: 72.0%

Ethyl isocyanoacetate (2999-46-4) + benzenediazonium tetrafluoroborate (369-57-3) → ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (1019-95-0) + ethyl 1-phenyl-1H-1,2,4-triazole-5-carboxylate

Guidance literature:

With lithium acetate; copper diacetate; In tetrahydrofuran; at 0 ℃; for 6h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03069

Reference yield:

aniline (62-53-3) → ethyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (1019-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / methanol; water / 0.25 h / 0 °C

1.2: 12 h / 0 - 20 °C / pH 5

2.1: toluene / 2 h / Reflux

With hydrogenchloride; sodium nitrite; In methanol; water; toluene;

DOI:10.1021/jm3013882

upstream raw materials:

ethyl iodide

Acetaldehyde oxime

ethyl (phenylhydrazono)chloroacetate

aniline

Downstream raw materials:

1-phenyl-1H-[1,2,4]triazole-3-carboxylic acid