ChemicalBook--->CAS DataBase List--->25563-04-6

25563-04-6

25563-04-6 Structure

25563-04-6 Structure
IdentificationBack Directory
[Name]

2-(4-Chlorophenoxy)phenylacetic acid
[CAS]

25563-04-6
[Synonyms]

orophenoxy)phenyL
2-(4-Chlorophenoxy)phenylacetic acid
2-(4-chlorophenoxy)Benzeneacetic acid
2-(2-(4-chlorophenoxy)phenyl)acetic acid
Benzeneacetic acid, 2-(4-chlorophenoxy)-
[Molecular Formula]

C14H11ClO3
[MDL Number]

MFCD15528958
[MOL File]

25563-04-6.mol
[Molecular Weight]

262.69
Chemical PropertiesBack Directory
[Melting point ]

120-122℃
[Boiling point ]

397.7±27.0 °C(Predicted)
[density ]

1.317
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[pka]

4.10±0.10(Predicted)
[color ]

Light Pinkish-Beige
[InChI]

InChI=1S/C14H11ClO3/c15-11-5-7-12(8-6-11)18-13-4-2-1-3-10(13)9-14(16)17/h1-8H,9H2,(H,16,17)
[InChIKey]

ALMJMOPIBISVHZ-UHFFFAOYSA-N
[SMILES]

C1(CC(O)=O)=CC=CC=C1OC1=CC=C(Cl)C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Eye Irrit. 2
Skin Irrit. 2
Hazard InformationBack Directory
[Uses]

2-(2-(4-Chlorophenoxy)phenyl)acetic acid is used in the preparation of tri-substituted thiazoles as RAGE antagonists in Alzheimer treatments.
[Synthesis]

2-Chlorophenylacetic acid

2444-36-2

4-Chlorophenol

106-48-9

2-(4-Chlorophenoxy)phenylacetic acid

25563-04-6

1. 552.0 g (4.0 mol) of potassium carbonate was dissolved in 1500 mL of diethylene glycol dimethyl ether at 0-20 °C. 2. 283.1 g (2.2 mol) of p-chlorophenol and 5.74 g (0.04 mol) of copper (I) bromide were added sequentially to the above solution and stirred well. 3. the mixture was heated to 100 °C, 90.3 g (0.53 mol) of o-chlorophenylacetic acid was added, and the temperature was maintained and stirred for 1 hour. 4. 159.4 g (0.93 mol) of o-chlorophenylacetic acid was further added, the temperature was raised to 120-130 °C, stirring was continued for about 8 hours, and the progress of the reaction was monitored by high performance liquid chromatography. 5. Upon completion of the reaction, cooled to room temperature, 700mL of water and 650mL of 35wt% aqueous hydrochloric acid were added sequentially to adjust the pH of the aqueous layer to below 1. 6. After dilution by adding 500mL of water, the organic layer was extracted once with 400mL and 200mL of toluene, respectively, and the organic layer was combined. 7. The organic layer was sequentially washed three times with 500 mL of water and once with 500 mL of brine, and then dried with anhydrous magnesium sulfate. 8. The dried organic layer was partially concentrated to about 400 g of residue, 100 mL of heptane was added dropwise, and the internal temperature was maintained at about 70° C. until crystals precipitated. 9. Cooled to 20-25°C, filtered to collect the crystals and washed with 100mL of a solvent mixture of heptane/toluene (1:1). 10. Pressurized drying gave 245.6 g of 2-(2-(4-chlorophenoxy)phenyl)acetic acid white solid in 68.8% yield.

[References]

[1] Patent: WO2012/38975, 2012, A2. Location in patent: Page/Page column 35
[2] Patent: EP2166012, 2010, A1. Location in patent: Page/Page column 13
[3] Patent: WO2011/159903, 2011, A2. Location in patent: Page/Page column 36
25563-04-6 suppliers list
Company Name: Bide Pharmatech Ltd.  
Telephone: 400-164-7117 18317119277
Website: www.bidepharm.com
Company Name: Shanghai HuanChuan Industry Co.,Ltd.  
Telephone: 021-61478794
Website: www.hcshhai.com
Company Name: Sigma-Aldrich  
Telephone: 021-61415566 800-8193336
Website: https://www.sigmaaldrich.cn
Company Name: SPIRO PHARMA  
Telephone:
Website: www.spiropharma.com.cn
Company Name: Shanghai YuanYe Biotechnology Co., Ltd.  
Telephone: 15026964105
Website: www.shyuanye.com
Company Name: Beijing Hechemist Technology CO.,LTD  
Telephone: 18511709189;
Website: http://www.hechemist.com
Company Name: Amadis Chemical Company Limited  
Telephone: 571-89925085
Website: http://www.amadischem.com
Company Name: Aikon International Limited  
Telephone: 025-58859352 15955137747
Website: www.aikonchem.com
Company Name: Alchemist-pharm chemical Technology Co. Ltd.  
Telephone: 0371-67991738 13783628208
Website: www.alchemist-pharm.com
Company Name: 3A Chemicals  
Telephone: 400-668-9898
Website: www.3achem.com
Company Name: Nanjing crow LuNing pharmaceutical technology co., LTD  
Telephone: 13382066392
Website: www.chemicalbook.com/ShowSupplierProductsList30681/0_EN.htm
Company Name: Shanghai Jizhi Biochemical Technology Co. Ltd.  
Telephone: 021-4009004166/18616739031 18616739031
Website: www.acmec-e.com/
Company Name: Hefei TNJ Chemical Industry Co.,Ltd.  
Telephone: +86-0551-65418671 +86-189 4982 3763
Website: www.tnjchem.com
Company Name: Dayang Chem (Hangzhou) Co.,Ltd.  
Telephone: +86-0571-88938639 17705817739
Website: www.dycnchem.com/
Company Name: Shanghai Haoyuan Chemexpress Co., Ltd.  
Telephone: 021-58950125
Website: https://www.chemexpress.com.cn
Company Name: Qi Qi hang Biotechnology Co., Ltd.  
Telephone: 18151111370
Website:
Company Name: CONIER CHEM AND PHARMA LIMITED  
Telephone:
Website: http://www.conier.com/
Company Name: Shanghai Kaiwei Chemical Technology Co., Ltd.  
Telephone: 021-58461859 15821823057
Website: http://www.aivichem.com
Tags:25563-04-6 Related Product Information
104-29-0 94-75-7 70958-20-2 25563-02-4 1228390-22-4