3-Chloro-4-(methylthio)phenylacetic acid

Base Information

• Chemical Name: 3-Chloro-4-(methylthio)phenylacetic acid
• CAS No.: 87776-75-8
• Molecular Formula: C9H9 Cl O2 S
• Molecular Weight: 216.688
• Hs Code.: 2930909090
• European Community (EC) Number: 618-069-6
• DSSTox Substance ID: DTXSID20476900
• Wikidata: Q72455380
• Mol file: 87776-75-8.mol

Synonyms:87776-75-8;3-Chloro-4-(methylthio)phenylacetic acid;2-(3-chloro-4-(methylthio)phenyl)acetic acid;2-(3-chloro-4-methylsulfanylphenyl)acetic acid;3-Chloro-4-(methylthio)phenylaceticacid;3-CHLORO-4-METHYLTHIOPHENYLACETIC ACID;AMY887;SCHEMBL2162178;DTXSID20476900;RUUPIFBYMDGMPN-UHFFFAOYSA-N;MFCD17976594;AKOS005064148;CS-0364486;FT-0656653;2-(3-chloro-4-(methylthio)phenyl)aceticacid;(3-chloro-4-methylsulfanyl-phenyl)-acetic acid;[3-chloro-4-(methylsulfanyl)phenyl]acetic acid

Chemical Property of 3-Chloro-4-(methylthio)phenylacetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 351.233°C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 166.22°C
• PSA: 62.60000
• Density: 1.364g/cm³
• LogP: 2.68900
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.0011784
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Chloro-4-(methylthio)phenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=C(C=C(C=C1)CC(=O)O)Cl

Technology Process of 3-Chloro-4-(methylthio)phenylacetic acid

There total 6 articles about 3-Chloro-4-(methylthio)phenylacetic 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: 94.0%

3-chloro-4-methylthio-phenylacetonitrile (947701-13-5) → (3-chloro-4-methylsulfanyl-phenyl)-acetic acid (87776-75-8)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 5h; Product distribution / selectivity;

Reference yield: 89.0%

(3-chloro-4-methylsulfanyl-phenyl)-oxo-acetic acid → (3-chloro-4-methylsulfanyl-phenyl)-acetic acid (87776-75-8)

Guidance literature:

With hydrogenchloride; potassium hydroxide; hydrazine hydrate; In diethyl ether; n-heptane;

Reference yield:

3-chloro-4-methylthiophenylacetic thiomorpholide (947701-14-6) → (3-chloro-4-methylsulfanyl-phenyl)-acetic acid (87776-75-8)

Guidance literature:

With hydrogenchloride; water; acetic acid; at 120 ℃; for 6h; Product distribution / selectivity;

upstream raw materials:

3-chloro-4-methylthiophenylacetic thiomorpholide

3-chloro-4-methylthio-phenylacetonitrile

2-chlorothioanisole

(3-chloro-4-methylsulfanyl-phenyl)-oxo-acetic acid methyl ester

Downstream raw materials:

(3-chloro-4-methylsulfanyl-phenyl)-acetic acid methyl ester

2(R)-(3-chloro-4-methylsulfanylphenyl)-N-methyl-N-[1(R)-methyl-2-oxo-2(R)-phenylethyl]-3-(2-oxocyclopentyl)proprionamide

(2R)-2-(3-chloro-4-methanesulfonylphenyl)-3-(2-oxocyclopentyl)propanoic acid

Piragliatin

Refernces

• 1、 Sarabu, Ramakanth,Bizzarro, Fred T.,Corbett, Wendy L.,Dvorozniak, Mark T.,Geng, Wanping,Grippo, Joseph F.,Haynes, Nancy-Ellen,Hutchings, Stanley,Garofalo, Lisa,Guertin, Kevin R.,Hilliard, Darryl W.,Kabat, Marek,Kester, Robert F.,Ka, Wang,Liang, Zhenmin,Mahaney, Paige E.,Marcus, Linda,Matschinsky, Franz M.,Moore, David,Racha, Jagdish,Radinov, Roumen,Ren, Yi,Qi, Lida,Pignatello, Michael,Spence, Cheryl L.,Steele, Thomas,Tengi, John,Grimsby, Joseph. "Discovery of piragliatin-first glucokinase activator studied in type 2 diabetic patients". . p. 7021 - 7036. Retrieved 2012/11/07.
• 2、 -. "PROCESS FOR PREPARING 3, 4-DISUBSTITUTED PHENYLACETIC ACIDS AND NOVEL INTERMEDIATES". Page/Page column 13. . Retrieved 2008/06/13.