3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid

Base Information

• Chemical Name: 3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid
• CAS No.: 251096-84-1
• Molecular Formula: C₁₂H₈Cl₂O₂S₂
• Molecular Weight: 319.232
• DSSTox Substance ID: DTXSID901173366
• Wikidata: Q27076384
• Pharos Ligand ID: FQMSMBJQ1LA7
• ChEMBL ID: CHEMBL1403981
• Mol file: 251096-84-1.mol

Synonyms:251096-84-1;3-[(3,4-dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid;3-[(3,4-dichlorophenyl)methylsulfanyl]thiophene-2-carboxylic acid;compound 1 [PMID: 21882820];3-((3,4-Dichlorobenzyl)thio)thiophene-2-carboxylic acid;CHEMBL1403981;3-[(3,4-Dichlorobenzyl)sulfanyl]thiophene-2-Carboxylic Acid;MLS000328032;3qcf;NXY;GTPL8831;SCHEMBL7509205;DTXSID901173366;HMS2375J14;3-{[(3,4-dichlorophenyl)methyl]sulfanyl}thiophene-2-carboxylic acid;BDBM50355636;MFCD00663856;AKOS005069187;10G-330S;SMR000168583;CS-0336209;SR-01000678515;SR-01000678515-2;Q27076384;3-((3,4-Dichlorobenzyl)thio)thiophene-2-carboxylicacid;3-[[(3,4-Dichlorophenyl)methyl]thio]-2-thiophenecarboxylic acid

Chemical Property of 3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid

Chemical Property:

• Melting Point: 189-190°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 317.9342772
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

98%min ^*data from raw suppliers

3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CSC2=C(SC=C2)C(=O)O)Cl)Cl

Technology Process of 3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic acid

There total 3 articles about 3-[(3,4-Dichlorobenzyl)sulfanyl]-2-thiophenecarboxylic 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: 85.0%

3-Mercaptothiophene-2-carboxylic acid (90033-62-8) + 3,4-dichlorobenzyl bromide (18880-04-1) → 3-(3,4-dichlorobenzylthio)thiophene-2-carboxylic acid (251096-84-1)

Guidance literature:

With sodium methylate; In methanol; dimethyl sulfoxide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jm2003766

Reference yield:

3-Ethoxythiocarbonylsulfanyl-thiophene-2-carboxylic acid methyl ester (98077-06-6) → 3-(3,4-dichlorobenzylthio)thiophene-2-carboxylic acid (251096-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 2 h / Reflux; Inert atmosphere

2: sodium methylate / methanol; dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere

With sodium methylate; sodium hydroxide; In methanol; ethanol; dimethyl sulfoxide;

DOI:10.1021/jm2003766

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-(3,4-dichlorobenzylthio)thiophene-2-carboxylic acid (251096-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 0.5 h / 20 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

1.3: 60 - 70 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 2 h / Reflux; Inert atmosphere

3.1: sodium methylate / methanol; dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium methylate; sodium hydroxide; In methanol; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm2003766

upstream raw materials:

Methyl 3-aminothiophene-2-carboxylate

3-Mercaptothiophene-2-carboxylic acid

3,4-dichlorobenzyl bromide

3-Ethoxythiocarbonylsulfanyl-thiophene-2-carboxylic acid methyl ester

Downstream raw materials:

3-(3,4-dichlorobenzylthio)-N-(phenylsulfonyl)thiophene-2-carboxamide

3-(3,4-dichlorobenzylsulfonyl)thiophene-2-carboxylic acid

5-(N-(3-(3,4-dichlorobenzylthio)thiophene-2-carbonyl)sulfamoyl)-2-methoxybenzoic acid

3-(3,4-dichlorobenzylthio)-N-(methylsulfonyl)thiophene-2-carboxamide

Refernces