2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde

Base Information

• Chemical Name: 2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde
• CAS No.: 174006-70-3
• Molecular Formula: C11H6F3NOS
• Molecular Weight: 257.23200
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID60428221
• Wikidata: Q82241022
• Mol file: 174006-70-3.mol

Synonyms:174006-70-3;2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde;2-(4-(Trifluoromethyl)phenyl)thiazole-4-carbaldehyde;2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carboxaldehyde;2-[4-(Trifluoromethyl)phenyl]thiazole-4-carbaldehyde;4-Thiazolecarboxaldehyde, 2-[4-(trifluoromethyl)phenyl]-;4-(4-Formyl-1,3-thiazol-2-yl)benzotrifluoride;SCHEMBL2089805;DTXSID60428221;YPZISSVPSMFGDW-UHFFFAOYSA-N;MFCD07772870;STL451489;AKOS010225664;AS-9237;NCGC00333373-01;CS-0216602;FT-0752356;EN300-52184;F87177;AB01328618-02;A811594;J-010960;Z728141552;2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde, AldrichCPR;4-Formyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole, 4-(4-Formyl-1,3-thiazol-2-yl)benzotrifluoride

Chemical Property of 2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde

Chemical Property:

• Melting Point: 103-105oC
• PSA: 58.20000
• LogP: 3.64140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 257.01221947
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

98%Min ^*data from raw suppliers

2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carboxaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-43
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC(=CS2)C=O)C(F)(F)F

Technology Process of 2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde

There total 1 articles about 2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-4-carbaldehyde 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:

2-bromothiazole-4-carbaldehyde (5198-80-1) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 2-(4-(trifluoromethyl)phenyl)thiazole-4-carbaldehyde (174006-70-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; at 100 ℃; for 24h;

DOI:10.1016/j.bmc.2017.02.056

Reference yield: 71.0%

isopropyltriphenylphosphonium iodide (24470-78-8) + 2-(4-(trifluoromethyl)phenyl)thiazole-4-carbaldehyde (174006-70-3) → 4-(2-methylprop-1-en-1-yl)-2-(4-(trifluoromethyl)phenyl)thiazole

Guidance literature:

isopropyltriphenylphosphonium iodide; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Sealed tube; Inert atmosphere;

2-(4-(trifluoromethyl)phenyl)thiazole-4-carbaldehyde; In tetrahydrofuran; at 0 - 20 ℃; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c11681

Reference yield:

2-thioxo-4-thiazolidinone (141-84-4) + 2-(4-(trifluoromethyl)phenyl)thiazole-4-carbaldehyde (174006-70-3) → C14H7F3N2OS3

Guidance literature:

With piperidine; In ethanol; at 70 ℃; for 16h; Sealed tube;

DOI:10.1016/j.bmc.2020.115724

upstream raw materials:

2-bromothiazole-4-carbaldehyde

4-trifluoromethylphenylboronic acid

Refernces

• 1、 Bataille, Carole J.R.,Brennan, Méabh B.,Byrne, Simon,Davies, Stephen G.,Durbin, Matthew,Fedorov, Oleg,Huber, Kilian V.M.,Jones, Alan M.,Knapp, Stefan,Liu, Gu,Nadali, Anna,Quevedo, Camilo E.,Russell, Angela J.,Walker, Roderick G.,Westwood, Robert,Wynne, Graham M.. "Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family". supporting information. p. 2657 - 2665. Retrieved 2017/04/06.