2-Hydroxy-4-(trifluoromethyl)quinoline

Base Information

• Chemical Name: 2-Hydroxy-4-(trifluoromethyl)quinoline
• CAS No.: 25199-84-2
• Molecular Formula: C₁₀H₆F₃NO
• Molecular Weight: 213.159
• Hs Code.: 29339900
• European Community (EC) Number: 803-671-5
• DSSTox Substance ID: DTXSID80374751
• Nikkaji Number: J928.391I
• Wikidata: Q72482076
• Mol file: 25199-84-2.mol

Synonyms:2-Hydroxy-4-(trifluoromethyl)quinoline;25199-84-2;4-(trifluoromethyl)quinolin-2-ol;4-(trifluoromethyl)-1H-quinolin-2-one;4-Trifluoromethyl-2(1H)-quinolinone;4-(trifluoroMethyl)quinolin-2(1H)-one;2(1H)-Quinolinone, 4-(trifluoromethyl)-;4-trifluoromethyl-1H-quinolin-2-one;SCHEMBL1174115;4-trifluoromethylquinolin-2-one;4-trifluoromethyl-quinolin-2-ol;DTXSID80374751;AMY18922;2-hydroxy-4-trifluoromethylquinoline;MFCD11707181;TD8015;AKOS015856559;AKOS023115858;CS-W010483;DS-0852;SB71746;AC-28123;FT-0645324;A817699;4-TRIFLUOROMETHYL-2(1H)-QUINOLINONE

Chemical Property of 2-Hydroxy-4-(trifluoromethyl)quinoline

Chemical Property:

• Vapor Pressure: 0.00304mmHg at 25°C
• Melting Point: >240 °C
• Refractive Index: 1.516
• Boiling Point: 284.1 °C at 760 mmHg
• Flash Point: 125.6 °C
• PSA: 33.12000
• Density: 1.392 g/cm³
• LogP: 2.95920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 213.04014830
• Heavy Atom Count: 15
• Complexity: 308

Purity/Quality:

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

4-(trifluoromethyl)quinolin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=O)N2)C(F)(F)F

Technology Process of 2-Hydroxy-4-(trifluoromethyl)quinoline

There total 11 articles about 2-Hydroxy-4-(trifluoromethyl)quinoline 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%

4,4,4-trifluoro-3-oxo-N-phenylbutyramide (836-31-7) → 4-(trifluoromethyl)quinolin-2(1H)-one (25199-84-2)

Guidance literature:

With sulfuric acid; at 90 ℃; for 0.833333h;

DOI:10.1002/ejoc.200300531

Reference yield: 73.0%

aniline (62-53-3) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → 4-(trifluoromethyl)quinolin-2(1H)-one (25199-84-2)

Guidance literature:

aniline; ethyl 4,4,4-trifluoroacetoacetate; With triethylamine; In toluene; for 7h; Heating;

With sulfuric acid; at 90 ℃;

DOI:10.1055/s-2003-41043

Reference yield: 73.0%

ethyl 3-{2-[(tert-butoxycarbonyl)amino]phenyl}-4,4,4-trifluorobut-2-enoate → 4-(trifluoromethyl)quinolin-2(1H)-one (25199-84-2)

Guidance literature:

With hydrogenchloride; water; for 4h; Heating;

DOI:10.1002/ejoc.200600140

upstream raw materials:

aniline

(Z)-3,4,4,4-Tetrafluoro-but-2-enoic acid phenylamide

ethyl 4,4,4-trifluoroacetoacetate

4,4,4-trifluoro-3-oxo-N-phenylbutyramide

Downstream raw materials:

6-nitro-4-trifluoromethylquinolin-2(1H)-one

4-trifluoromethyl-quinoline-2-carbonitrile

C₁₀H₈F₃N₃

2-chloro-4-(trifluoromethyl)quinoline

Refernces

• 1、 Van Oeveren, Arjan,Motamedi, Mehrnouch,Mani, Neelakandha S.,Marschke, Keith B.,López, Francisco J.,Schrader, William T.,Negro-Vilar, Andrés,Zhi, Lin. "Discovery of 6-N,N-Bis(2,2,2-trifluoroethyl)amino-4- trifluoromethylquinolin-2(1H)-one as a novel selective androgen receptor modulator". . p. 6143 - 6146. Retrieved 2006.
• 2、 -. "INHIBITORS OF MALT1 AND USES THEREOF". Paragraph 00362. . Retrieved 2018/09/28.
• 3、 -. "Compounds with anti-cancer activity". Page/Page column 86. . Retrieved 2008/12/08.