2-Thiopheneacetic acid, 5-(4-chlorophenyl)-

Base Information

• Chemical Name: 2-Thiopheneacetic acid, 5-(4-chlorophenyl)-
• CAS No.: 24680-42-0
• Molecular Formula: C12H9ClO2S
• Molecular Weight: 252.721
• Mol file: 24680-42-0.mol

Synonyms:

Chemical Property of 2-Thiopheneacetic acid, 5-(4-chlorophenyl)-

Chemical Property:

• PSA: 65.54000
• LogP: 3.69560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Thiopheneacetic acid, 5-(4-chlorophenyl)-

There total 7 articles about 2-Thiopheneacetic acid, 5-(4-chlorophenyl)- 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: 92.0%

2-(5-(4-chlorophenyl)thiophen-2-yl)acetonitrile (24680-31-7) → 2-(5-(4-chlorophenyl)thiophen-2-yl)acetic acid (24680-42-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 4h; Reflux;

Reference yield:

[5-(4-chloro-phenyl)-thiophen-2-yl]-methanol (24680-29-3) → 2-(5-(4-chlorophenyl)thiophen-2-yl)acetic acid (24680-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HMPA; thionyl chloride / tetrahydrofuran / 20 °C

2: 18-crown-6 / acetonitrile / 20 °C

3: KOH / ethanol; H₂O / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; thionyl chloride; 18-crown-6 ether; In tetrahydrofuran; ethanol; water; acetonitrile;

DOI:10.1016/j.bmc.2003.08.009

Reference yield:

2-(4-chlorophenyl)thiophene (40133-23-1) → 2-(5-(4-chlorophenyl)thiophen-2-yl)acetic acid (24680-42-0)

Guidance literature:

Multi-step reaction with 7 steps

1: POCl₃ / 1,2-dichloro-ethane / 17 h / Heating

2: 86 percent / NaOH; Ag₂O / H₂O / 20 - 50 °C

3: 86 percent / H₂SO₄ / toluene / 7 h / Heating

4: LiAlH₄ / diethyl ether / Heating

5: HMPA; thionyl chloride / tetrahydrofuran / 20 °C

6: 18-crown-6 / acetonitrile / 20 °C

7: KOH / ethanol; H₂O / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; 18-crown-6 ether; sulfuric acid; silver(l) oxide; trichlorophosphate; In tetrahydrofuran; diethyl ether; ethanol; water; 1,2-dichloro-ethane; toluene; acetonitrile; 1: Vilsmeier reaction;

DOI:10.1016/j.bmc.2003.08.009

upstream raw materials:

2-(5-(4-chlorophenyl)thiophen-2-yl)acetonitrile

[5-(4-chloro-phenyl)-thiophen-2-yl]-methanol

2-(4-chlorophenyl)thiophene

chlorobenzene

Downstream raw materials:

[5-(4-Chloro-phenyl)-thiophen-2-yl]-acetic acid methyl ester

Refernces

• 1、 Noguchi, Toshiya,Hasegawa, Masahiro,Tomisawa, Kazuyuki,Mitsukuchi, Morihiro. "Synthesis and structure-activity relationships of 5-phenylthiophenecarboxylic acid derivatives as antirheumatic agents". . p. 4729 - 4742. Retrieved 2007/10/03.