2-(4-Phenylthiazol-2-YL)acetic acid

Base Information

• Chemical Name: 2-(4-Phenylthiazol-2-YL)acetic acid
• CAS No.: 38107-10-7
• Molecular Formula: C11H9NO2S
• Molecular Weight: 219.264
• DSSTox Substance ID: DTXSID70397999
• Wikidata: Q72498881
• Mol file: 38107-10-7.mol

Synonyms:38107-10-7;2-(4-PHENYLTHIAZOL-2-YL)ACETIC ACID;(4-Phenyl-Thiazol-2-Yl)-Acetic Acid;2-(4-phenyl-1,3-thiazol-2-yl)acetic Acid;(4-Phenyl-1,3-thiazol-2-yl)acetic acid;2-(4-phenylthiazol-2-yl)aceticacid;2-THIAZOLEACETIC ACID, 4-PHENYL-;SCHEMBL1795513;DTXSID70397999;OLQHHTZTEVMZLC-UHFFFAOYSA-N;MFCD05177043;AKOS005202564;AB21569;TS-03139;A6465;FT-0737565;EN300-143412;F52052

Chemical Property of 2-(4-Phenylthiazol-2-YL)acetic acid

Chemical Property:

• Melting Point: 90-91℃
• Boiling Point: 423 °C at 760 mmHg
• Flash Point: 209.6 °C
• PSA: 78.43000
• Density: 1.329 g/cm³
• LogP: 2.43720
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.03539970
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-2-thiazoleaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC(=N2)CC(=O)O
• Uses: 4-Phenyl-2-thiazoleacetic Acid is a reactant used to prepare heterocyclic acetamide and benzamide derivatives as β3-adrenergic receptor agonists.

Technology Process of 2-(4-Phenylthiazol-2-YL)acetic acid

There total 8 articles about 2-(4-Phenylthiazol-2-YL)acetic 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: 54.0%

2-(4-phenylthiazol-2-yl)acetonitrile (41381-89-9) → 4-phenylthiazole-2-ylacetic acid (38107-10-7)

Guidance literature:

2-(4-phenylthiazol-2-yl)acetonitrile; With water; sodium hydroxide; In ethanol; for 1h; Reflux;

With hydrogenchloride; In ethanol; water;

Reference yield: 45.0%

methoxycarbonyl(4-phenylthiazole-2-yl)-methylenetriphenylphosphorane (171360-72-8) → 4-phenylthiazole-2-ylacetic acid (38107-10-7)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

Reference yield:

α-bromoacetophenone (70-11-1) → 4-phenylthiazole-2-ylacetic acid (38107-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / acetonitrile / 72 h / 20 °C

2: 45 percent / 36percent aq. HCl / 3 h / Heating

With hydrogenchloride; In acetonitrile;

upstream raw materials:

3-oxo-2-(4-phenyl-thiazol-2-yl)-butyric acid ethyl ester

methoxycarbonyl(4-phenylthiazole-2-yl)-methylenetriphenylphosphorane

α-bromoacetophenone

5-phenyl-2,3-dihydro-thiazolo[2,3-b]thiazolylium; bromide

Downstream raw materials:

C₂₃H₂₄N₂O₃S

C₁₉H₁₆N₂O₃S

Refernces

• 1、 Smolii, O. B.,Panchishin, S. Ya.,Romanenko, E. A.,Drach, B. S.. "Heterocyclizations with C-thiocarbamoyl-substituted derivatives of phosphonium ylides". . p. 521 - 524. Retrieved 2007/10/03.