Methyl 5-iodo-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 5-iodo-1-benzothiophene-2-carboxylate
• CAS No.: 146137-90-8
• Molecular Formula: C10H7 I O2 S
• Molecular Weight: 318.135
• DSSTox Substance ID: DTXSID20597326
• Wikidata: Q82492853
• Mol file: 146137-90-8.mol

Synonyms:146137-90-8;Methyl 5-iodo-1-benzothiophene-2-carboxylate;5-iodo-benzo[b]thiophene-2-carboxylic acid methyl ester;methyl 5-iodobenzo[b]thiophene-2-carboxylate;SCHEMBL4477252;DTXSID20597326;HEGKKJCDOJECPN-UHFFFAOYSA-N;DB-063645;methyl 5-iodobenzo[b]thiophen-2-carboxylate;methyl5-iodobenzo[b]thiophene-2-carboxylate;methyl 5-iodo-benzo[b]thiophene-2-carboxylate;G62893;5-IODO-BENZO[B]THIOPHENE-2-CARBOXYLICACIDMETHYLESTER

Chemical Property of Methyl 5-iodo-1-benzothiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 3.29250
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 317.92115
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

5-IODO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(S1)C=CC(=C2)I

Technology Process of Methyl 5-iodo-1-benzothiophene-2-carboxylate

There total 3 articles about Methyl 5-iodo-1-benzothiophene-2-carboxylate 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: 58.0%

5-bromo-1-benzothiophene-2-carboxylic acid methyl ester (7312-11-0) → methyl 5-iodobenzo[b]thiophene-2-carboxylate (146137-90-8)

Guidance literature:

5-bromo-1-benzothiophene-2-carboxylic acid methyl ester; With sodium iodide; N,N`-dimethylethylenediamine; copper(l) iodide; In 1,4-dioxane; at 110 ℃;

With ammonia; In 1,4-dioxane; water;

Reference yield:

Methyl thioglycolate (2365-48-2) + 2-Fluoro-5-iodo-benzaldehyde (146137-76-0) → methyl 5-iodobenzo[b]thiophene-2-carboxylate (146137-90-8)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMSO, 20 deg C, 2.) DMSO, 2-5 min;

DOI:10.1016/S0040-4039(00)60806-7

Reference yield:

4-fluoro-1-iodobenzene (352-34-1) → methyl 5-iodobenzo[b]thiophene-2-carboxylate (146137-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 2.) -78 deg C

2: 1.) NaH / 1.) DMSO, 20 deg C, 2.) DMSO, 2-5 min

With sodium hydride; lithium diisopropyl amide;

DOI:10.1016/S0040-4039(00)60806-7

upstream raw materials:

Methyl thioglycolate

2-Fluoro-5-iodo-benzaldehyde

4-fluoro-1-iodobenzene

5-bromo-1-benzothiophene-2-carboxylic acid methyl ester

Downstream raw materials:

5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-benzo[b]thiophene-2-carboxylic acid methylester

methyl 5-phenylbenzo[b]thiophene-2-carboxylate

5-phenylbenzo[b]thiophene-2-carboxamidine hydrochloride

methyl 5-(furan-2-yl)benzo[b]thiophene-2-carboxylate