2-(2-Phenyl-1,3-thiazol-4-yl)acetic acid

Base Information

• Chemical Name: 2-(2-Phenyl-1,3-thiazol-4-yl)acetic acid
• CAS No.: 16441-28-4
• Molecular Formula: C11H9NO2S
• Molecular Weight: 219.264
• European Community (EC) Number: 874-014-8
• DSSTox Substance ID: DTXSID10351494
• Wikidata: Q82127947
• ChEMBL ID: CHEMBL1525756
• Mol file: 16441-28-4.mol

Synonyms:16441-28-4;2-(2-phenyl-1,3-thiazol-4-yl)acetic acid;2-(2-phenylthiazol-4-yl)acetic acid;(2-phenyl-1,3-thiazol-4-yl)acetic acid;(2-Phenyl-thiazol-4-yl)-acetic acid;MFCD01312954;4-thiazoleacetic acid, 2-phenyl-;(2-phenylthiazol-4-yl)-acetic acid;2-(2-Phenylthiazol-4-yl)aceticacid;2-PHENYLTHIAZOLE-4-ACETIC ACID;Maybridge1_006414;Oprea1_357710;MLS000761389;SCHEMBL1422234;CHEMBL1525756;HMS559L12;DTXSID10351494;LYHDWKGJPJRCTG-UHFFFAOYSA-N;2-(2-phenylthiazol-4-yl)acetate;HMS2641E18;(2-phenylthiazol-4-yl)acetic acid;BBL029229;STK727320;2-(2-Phenyl-4-thiazolyl)acetic Acid;AKOS000111478;7L-375S;AB08496;SDCCGMLS-0066203.P001;(2-phenyl-1,3-thiazol4-yl)acetic acid;SMR000370286;SY073423;BB 0216361;CS-0186393;FT-0651405;EN300-05070;A810565;J-505696;2-(2-phenyl-1,3-thiazol-4-yl)acetic acid, AldrichCPR;F3308-3266

Chemical Property of 2-(2-Phenyl-1,3-thiazol-4-yl)acetic acid

Chemical Property:

• Vapor Pressure: 6.56E-08mmHg at 25°C
• Melting Point: 82-85 °C
• Boiling Point: 423 °C at 760 mmHg
• PKA: 3.85±0.10(Predicted)
• Flash Point: 209.6 °C
• PSA: 78.43000
• Density: 1.329 g/cm³
• LogP: 2.43720
• 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:

99.3% ^*data from raw suppliers

2-(2-Phenyl-1,3-thiazol-4-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CS2)CC(=O)O

Technology Process of 2-(2-Phenyl-1,3-thiazol-4-yl)acetic acid

There total 7 articles about 2-(2-Phenyl-1,3-thiazol-4-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: 50.0%

ethyl (2-chloroaceto)acetate (638-07-3) + benzenecarbothioamide (2227-79-4) → (2-phenyl-1,3-thiazol-4-yl)acetic acid (16441-28-4)

Guidance literature:

ethyl (2-chloroaceto)acetate; benzenecarbothioamide; In methanol; for 24h; Heating / reflux;

With lithium hydroxide; water; at 20 ℃; for 4h;

In water; pH=3 - 4; Acidic conditions;

Reference yield:

benzenecarbothioamide (2227-79-4) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → (2-phenyl-1,3-thiazol-4-yl)acetic acid (16441-28-4)

Guidance literature:

With hydrogenchloride; potassium hydroxide; In ethanol;

Reference yield:

2-(2-phenyl-1,3-thiazol-4-yl)acetonitrile (16441-25-1) → (2-phenyl-1,3-thiazol-4-yl)acetic acid (16441-28-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01249a002

upstream raw materials:

2-(2-phenyl-1,3-thiazol-4-yl)acetonitrile

4-bromoethyl acetoacetate

benzenecarbothioamide

2-phenyl-4-chloromethylthiazole

Downstream raw materials:

6β-[2-(2-phenyl-thiazol-4-yl)-acetylamino]-penicillanic acid

2-(2-phenylthiazol-4-yl)ethan-1-ol

4-methyl-2-(2-phenyl-1,3-thiazol-4-yl)pent-4-enoic acid

N-{[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-2-(2-phenyl-1,3-thiazol-4-yl)acetamide

Refernces

• 1、 -. "Ramoplanin derivatives possessing antibacterial activity". Page/Page column 70. . Retrieved 2010/11/23.
• 2、 Bamberg,Ekstr?m,Sj?berg. "Semisynthetic penicillins. 8. The use of tributyltin 6-aminopenicillanate in penicillin synthesis.". . p. 367 - 369. Retrieved 2007/10/07.