ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate

Base Information

• Chemical Name: ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate
• CAS No.: 128991-70-8
• Molecular Formula: C₁₇H₁₃ClFN₃O₂
• Molecular Weight: 345.761

Synonyms:ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate

Chemical Property of ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate

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Technology Process of ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate

There total 7 articles about ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-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: 56.0%

C10H12FN3O2 (129006-95-7) + 4-chloro-benzoyl chloride (122-01-0) → ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate (128991-70-8)

Guidance literature:

With pyridine; In 1,4-dioxane; for 3h; Heating;

DOI:10.1002/ardp.19903230409

Reference yield: 41.0%

tert-butyl 2-(4-fluorophenyl)diazene-1-carboxylate (1262991-68-3) + N-(4-chlorophenyl)methyleneglycine ethyl ester (84713-70-2) → ethyl 3-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-5-carboxylate + ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate (128991-70-8)

Guidance literature:

tert-butyl 2-(4-fluorophenyl)diazene-1-carboxylate; N-(4-chlorophenyl)methyleneglycine ethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -15 ℃; for 0.75h; Molecular sieve; Inert atmosphere;

With manganese(IV) oxide; In acetonitrile; at 20 ℃; for 4h;

With trifluoroacetic acid; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2015.04.078

Reference yield:

4-fluoroaniline (371-40-4) → ethyl 5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-1,2,4-triazole-3-carboxylate (128991-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2) NaOAc / 1) diazotation, 2) ethanol, water, 0 deg C, 30 min

2: 1) Br₂, NaOAc, 2) 25percent aq. NH₄OH / 1) acetic acid, 10 min, 2) acetone, 30 min

3: 56 percent / pyridine / dioxane / 3 h / Heating

With pyridine; ammonium hydroxide; bromine; sodium acetate; In 1,4-dioxane;

DOI:10.1002/ardp.19903230409

upstream raw materials:

C₁₀H₁₂FN₃O₂

4-chloro-benzoyl chloride

4-fluoroaniline

ethyl 2-(2-(4-fluorophenyl)hydrazono)-3-oxobutanoate

Downstream raw materials:

5-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-1H-[1,2,4]triazole-3-carboxylic acid

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