(4-Phenyl-thiazol-2-yl)-acetic acid

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(4-Phenyl-thiazol-2-yl)-acetic acid Basic information
Product Name:(4-Phenyl-thiazol-2-yl)-acetic acid
Synonyms:RARECHEM AL BO 0890;2-(4-phenylthiazol-2-yl)acetic acid;(4-Phenyl-1,3-thiazol-2-yl)acetic acid;4-phenylthiazole-2-ylacetic acid;4-Phenyl-2-thiazoleacetic acid;2-(4-phenyl-1,3-thiazol-2-yl)acetic Acid;2-Thiazoleacetic acid, 4-phenyl-;(4-Phenyl-thiazol-2-yl)-acetic acid
CAS:38107-10-7
MF:C11H9NO2S
MW:219.26
EINECS:
Product Categories:
Mol File:38107-10-7.mol
(4-Phenyl-thiazol-2-yl)-acetic acid Structure
(4-Phenyl-thiazol-2-yl)-acetic acid Chemical Properties
Melting point 90-91℃
density 1.329
storage temp. 2-8°C
Safety Information
MSDS Information
(4-Phenyl-thiazol-2-yl)-acetic acid Usage And Synthesis
Uses4-Phenyl-2-thiazoleacetic Acid is a reactant used to prepare heterocyclic acetamide and benzamide derivatives as β3-adrenergic receptor agonists.
Synthesis
2-(4-PHENYL-1,3-THIAZOL-2-YL)ACETONITRILE

41381-89-9

(4-PHENYL-THIAZOL-2-YL)-ACETIC ACID

38107-10-7

General procedure for the synthesis of 4-phenyl-2-thiazoleacetic acid from 2-(4-phenylthiazol-2-yl)acetonitrile: To a solution of 2-(4-phenylthiazol-2-yl)acetonitrile (130 mg, 0.649 mmol) in ethanol (1.5 mL) was added a 5 M sodium hydroxide solution (0.389 mL, 1.947 mmol). The reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, the reaction solution was diluted with 1 M aqueous hydrochloric acid solution (5 mL) and subsequently extracted five times with chloroform (10 mL). The organic layers were combined and dried with magnesium sulfate. The solvent was removed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography (eluent ratio chloroform:methanol:acetic acid = 10:1:0.1) to afford 4-phenyl-2-thiazoleacetic acid (77.2 mg, 54% yield) as a brown oil.1H-NMR (DMSO-d6) data were as follows: δ (ppm) 4.13 (s, 2H), 7.30-7.37 (m, 1H). 7.39-7.47 (m, 2H), 7.90-7.97 (m, 2H), 8.04 (s, 1H), 12.81 (brs, 1H).

References[1] Patent: EP2351744, 2011, A1. Location in patent: Page/Page column 60
(4-Phenyl-thiazol-2-yl)-acetic acid Preparation Products And Raw materials
Raw materials2-(4-Phenyl-1,3-thiazol-2-yl)acetonitrile-->Sodium hydroxide-->Hydrochloric acid-->Water-->Ethanol
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