2,4-diphenyl-1,3-thiazole-5-carboxylic Acid

Base Information

• Chemical Name: 2,4-diphenyl-1,3-thiazole-5-carboxylic Acid
• CAS No.: 502935-47-9
• Molecular Formula: C16H11NO2S
• Molecular Weight: 281.335
• Hs Code.: 2934100090
• European Community (EC) Number: 862-018-2
• DSSTox Substance ID: DTXSID70427902
• Mol file: 502935-47-9.mol

Synonyms:502935-47-9;2,4-diphenyl-1,3-thiazole-5-carboxylic Acid;2,4-Diphenylthiazole-5-carboxylic acid;diphenyl-1,3-thiazole-5-carboxylic acid;SCHEMBL974859;DTXSID70427902;KMOCHRNIGWCEJV-UHFFFAOYSA-N;CVA93547;MFCD07348756;2,4-Diphenylthiazole-5-carboxylicacid;AKOS000118279;CCG-305163;2,4-Diphenyl-5-thiazolecarboxylic acid;AS-65695;FT-0763768;EN300-14882;D93476;2,4-DIPHENYL-1,3-THIAZOLE-5-CARBOXYLICACID;2,4-Diphenylthiazole-5-carboxylic acid, AldrichCPR;J-507255;Z108565142

Chemical Property of 2,4-diphenyl-1,3-thiazole-5-carboxylic Acid

Chemical Property:

• Vapor Pressure: 3.49E-10mmHg at 25°C
• Melting Point: 212 °C
• Refractive Index: 1.653
• Boiling Point: 484.1 °C at 760 mmHg
• Flash Point: 246.6 °C
• PSA: 78.43000
• Density: 1.307 g/cm³
• LogP: 4.17530
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Very Slightly, Heated, Sonicated)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 281.05104977
• Heavy Atom Count: 20
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

2,4-Diphenylthiazole-5-carboxylic acid Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(SC(=N2)C3=CC=CC=C3)C(=O)O
• Uses: 2,4-diphenylthiazole-5-carboxylic acid is used in preparation of FASN inhibitors useful for treatment of cancer and other diseases.

Technology Process of 2,4-diphenyl-1,3-thiazole-5-carboxylic Acid

There total 4 articles about 2,4-diphenyl-1,3-thiazole-5-carboxylic 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: 93.0%

ethyl 2,4-diphenylthiazole-5-carboxylate (402567-86-6) → 2,4-diphenylthiazole-5-carboxylic acid (502935-47-9)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1016/S0040-4020(02)00903-1

Reference yield:

3-oxo-3-phenylpropionic acid (614-20-0) → 2,4-diphenylthiazole-5-carboxylic acid (502935-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3: sodium hydroxide / tetrahydrofuran; ethanol / 4 h / Reflux

With sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

Reference yield:

ethyl 3-oxo-3-phenyl-2-(tosyloxy)propanoate (81447-37-2) → 2,4-diphenylthiazole-5-carboxylic acid (502935-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; ethanol / 4 h / Reflux

With sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 2,4-diphenylthiazole-5-carboxylate

3-oxo-3-phenylpropionic acid

ethyl 3-oxo-3-phenyl-2-(tosyloxy)propanoate

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

(S)-2,4-diphenyl-N-[(tetrahydrofuran-2-yl)methyl]thiazole-5-carboxamide

(R)-2,4-diphenyl-N-[(tetrahydrofuran-2-yl)methyl]thiazole-5-carboxamide

N-[(5-methylfuran-2-yl)methyl]-2,4-diphenylthiazole-5-carboxamide

N-[(3-methylisoxazol-5-yl)methyl]-2,4-diphenylthiazole-5-carboxamide

Refernces

• 1、 -. "THIAZOLE COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT OF DEGENERATIVE DISEASES AND DISORDERS". Paragraph 0073; 0074. . Retrieved 2014/09/30.