6-Chloro-1-benzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 6-Chloro-1-benzothiophene-2-carboxylic acid
• CAS No.: 26018-73-5
• Molecular Formula: C9H5ClO2S
• Molecular Weight: 212.65
• Hs Code.: 2934999090
• European Community (EC) Number: 812-004-7
• DSSTox Substance ID: DTXSID20428000
• Mol file: 26018-73-5.mol

Synonyms:26018-73-5;6-chloro-1-benzothiophene-2-carboxylic acid;6-Chlorobenzo[b]thiophene-2-carboxylic acid;Benzo[b]thiophene-2-carboxylic acid, 6-chloro-;MFCD07377059;6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLICACID;SCHEMBL156320;DTXSID20428000;AVAGKGZNBMZOLD-UHFFFAOYSA-N;AMY30514;STL474502;AKOS005072648;GA-0945;6-chlorobenzo[b]thiophen-2-ylcarboxylic acid;CS-0034958;FT-0681062;6-chloro-benzo[b]thiophene-2-carboxylic acid;EN300-111589;O11580;A877391;J-518606;Z1741972044

Chemical Property of 6-Chloro-1-benzothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.08E-07mmHg at 25°C
• Melting Point: 271-274
• Refractive Index: 1.719
• Boiling Point: 408.6 °C at 760 mmHg
• PKA: 3.34±0.30(Predicted)
• Flash Point: 200.9 °C
• PSA: 65.54000
• Density: 1.546 g/cm³
• LogP: 3.25290
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 211.9698783
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

98%Min ^*data from raw suppliers

6-Chloro-1-benzothiophene-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)SC(=C2)C(=O)O

Technology Process of 6-Chloro-1-benzothiophene-2-carboxylic acid

There total 4 articles about 6-Chloro-1-benzothiophene-2-carboxylic 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: 98.0%

methyl 6-chlorobenzo[b]thiophene-2-carboxylate (104795-85-9) → 6-chlorobenzo[b]thiophene-2-carboxylic acid (26018-73-5)

Guidance literature:

6-chlorobenzo[b]thiophene-2-carboxylic acid methyl ester; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; water; pH=2 - 3;

Reference yield: 77.0%

6-Chlorbenzothiophen-2-carbonsaeure-ethylester (105191-53-5) → 6-chlorobenzo[b]thiophene-2-carboxylic acid (26018-73-5)

Guidance literature:

With ethanol; sodium hydroxide; at 20 ℃; for 16h;

Reference yield:

4-chloro-2-fluorobenzaldehyde (61072-56-8) → 6-chlorobenzo[b]thiophene-2-carboxylic acid (26018-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 22.5 h / 0 - 60 °C

2: potassium hydroxide; water / ethanol / 1.5 h / Reflux

With water; potassium carbonate; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

upstream raw materials:

methyl 6-chlorobenzo[b]thiophene-2-carboxylate

4-chloro-2-fluorobenzaldehyde

6-Chlorbenzothiophen-2-carbonsaeure-ethylester

Downstream raw materials:

6-Chlorbenzothiophen-2-carbonsaeure-ethylester

6-chlorobenzo[b]thiophene

Refernces

• 1、 Li, Wen-Zhen,Xi, Hui-Zhi,Wang, Yi-Jie,Ma, Hong-Bo,Cheng, Zhi-Qiang,Yang, Yu,Wu, Meng-Ling,Liu, Ting-Mei,Yang, Wen,Wang, Qin,Liao, Meng-Ya,Xia, Yong,Zhang, Yi-Wen. "Design, synthesis, and biological evaluation of benzo[b]thiophene 1,1-dioxide derivatives as potent STAT3 inhibitors". . p. 835 - 849. Retrieved 2021/09/02.
• 2、 -. "(AZA)INDOLE-, BENZOTHIOPHENE-, AND BENZOFURAN-3-SULFONAMIDES". . . Retrieved 2018/07/29.