3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid

Base Information

• Chemical Name: 3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid
• CAS No.: 1284180-11-5
• Molecular Formula: C14H10F3NO2
• Molecular Weight: 281.234
• Mol file: 1284180-11-5.mol

Synonyms:3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid

Chemical Property of 3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid

Chemical Property:

• Boiling Point: 402.8±45.0 °C(Predicted)
• PKA: 4.22±0.10(Predicted)
• PSA: 49.33000
• Density: 1.395±0.06 g/cm3(Predicted)
• LogP: 4.22020
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

3-((4-(Trifluoromethyl)phenyl)amino)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid

There total 3 articles about 3-((4-(TrifluoroMethyl)phenyl)aMino)benzoic acid 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: 90.0%

3-[N-(4-trifluoromethylphenyl)amino]benzoic acid methyl ester (1284180-25-1) → 3-[N-(4-trifluoromethylphenyl)amino]benzoic acid (1284180-11-5)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.01.010

Reference yield: 90.0%

→ 3-[N-(4-trifluoromethylphenyl)amino]benzoic acid (1284180-11-5)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 100 ℃;

Reference yield:

4-trifluoromethylphenylamine (455-14-1) + methyl 3-bromobenzoate (618-89-3) → 3-[N-(4-trifluoromethylphenyl)amino]benzoic acid (1284180-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 120 °C / Inert atmosphere

2: water; potassium hydroxide / ethanol / 100 °C / Inert atmosphere

With water; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; In ethanol; toluene; 1: Buchwald-Hartwig coupling;

DOI:10.1016/j.bmcl.2011.01.010

upstream raw materials:

3-[N-(4-trifluoromethylphenyl)amino]benzoic acid methyl ester

4-trifluoromethylphenylamine

methyl 3-bromobenzoate

Refernces

• 1、 Adeniji, Adegoke O.,Twenter, Barry M.,Byrns, Michael C.,Jin, Yi,Chen, Mo,Winkler, Jeffrey D.,Penning, Trevor M.. "Development of potent and selective inhibitors of aldo-keto reductase 1C3 (type 5 17β-hydroxysteroid dehydrogenase) based on N -phenyl-aminobenzoates and their structure-activity relationships". supporting information; experimental part. p. 2311 - 2323. Retrieved 2012/05/04.