4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

Base Information

• Chemical Name: 4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt
• CAS No.: 219948-39-7
• Molecular Formula: C₁₇H₁₂F₃N₃O
• Molecular Weight: 331.297
• Mol file: 219948-39-7.mol

Synonyms:4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

Chemical Property of 4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

There total 1 articles about 4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt 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: 50.0%

4-trifluoromethylphenylamine (455-14-1) + 1,2,3,4-tetrahydroquinoline-2-carboxylic acid (46185-24-4) → 4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt (219948-39-7)

Guidance literature:

4-trifluoromethylphenylamine; With hydrogenchloride; sodium nitrite; In tetrahydrofuran; water; at -5 - 0 ℃; for 0.25h;

1,2,3,4-tetrahydroquinoline-2-carboxylic acid; In tetrahydrofuran; pyridine; water; at -5 - 20 ℃;

With pyridine; acetic anhydride; for 1h;

DOI:10.1016/S0040-4020(02)00269-7

Reference yield: 58.0%

4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt (219948-39-7) → 3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt (219948-45-5)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In N,N-dimethyl acetamide; at 140 ℃; for 48h;

DOI:10.1016/S0040-4020(02)00269-7

Reference yield:

4,5-dihydro-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt (219948-39-7) → 5-methoxy-3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / cyclohexene / 10 percent Pd/C / N,N-dimethyl-acetamide / 48 h / 140 °C

2: 45 percent / Br₂; pyridine / CH₂Cl₂

3: 19 percent / (R)-(+)-BINAP; t-BuONa / Pd₂(dba)3 / toluene / 14 h / 80 °C

With pyridine; bromine; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; sodium t-butanolate; cyclohexene; palladium on activated charcoal; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dichloromethane; N,N-dimethyl acetamide; toluene;

DOI:10.1016/S0040-4020(02)00269-7

upstream raw materials:

4-trifluoromethylphenylamine

1,2,3,4-tetrahydroquinoline-2-carboxylic acid

Downstream raw materials:

3-oxido-2-[4-(trifluoromethyl)phenyl]-[1,2,3]triazolo[1,5-a]quinolinium inner salt

Refernces