Methyl 3-iodothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-iodothiophene-2-carboxylate
• CAS No.: 62353-77-9
• Molecular Formula: C6H5IO2S
• Molecular Weight: 268.075
• Hs Code.: 2934999090
• European Community (EC) Number: 823-493-1
• DSSTox Substance ID: DTXSID00374955
• Wikidata: Q82163514
• Mol file: 62353-77-9.mol

Synonyms:methyl 3-iodothiophene-2-carboxylate;62353-77-9;3-Iodo-thiophene-2-carboxylic acid methyl ester;METHYL3-IODOTHIOPHENE-2-CARBOXYLATE;SCHEMBL6432535;DTXSID00374955;AMY17172;MFCD03407485;AKOS024258504;GS-5473;CS-0138317;FT-0738901;EN300-209266;F14184;A868497;Z1269146742

Chemical Property of Methyl 3-iodothiophene-2-carboxylate

Chemical Property:

• Melting Point: 51～52℃
• Boiling Point: 160-161 °C(Press: 12 Torr)
• PSA: 54.54000
• Density: 1.930±0.06 g/cm3(Predicted)
• LogP: 2.13930
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 267.90550
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

98%, ^*data from raw suppliers

Methyl3-Oodothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CS1)I

Technology Process of Methyl 3-iodothiophene-2-carboxylate

There total 5 articles about Methyl 3-iodothiophene-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: 85.0%

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-iodothiophene-2-carboxylic acid methyl ester (62353-77-9)

Guidance literature:

With N-iodo-succinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/chem.201803347

Reference yield:

6-bromo-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene (27452-17-1) → Ro 47-8652 + 3-iodothiophene-2-carboxylic acid methyl ester (62353-77-9)

Guidance literature:

Reference yield:

2-thiophenylcarboxylic acid (527-72-0) → 3-iodothiophene-2-carboxylic acid methyl ester (62353-77-9)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi, I₂ / tetrahydrofuran / -78 °C

2: (COCl)2

With n-butyllithium; oxalyl dichloride; iodine; In tetrahydrofuran;

DOI:10.1055/s-1998-1564

upstream raw materials:

Methyl 3-aminothiophene-2-carboxylate

methanol

3-iodo-2-thiophenecarbonyl chloride

2-thiophenylcarboxylic acid

Downstream raw materials:

methyl 3-methylthiophene-2-carboxylate

3-iodo-thiophene-2-carboxylic acid

methyl 3-(2-nitrophenyl)thiophene-2-carboxylate

6-(3-iodo-2-(methyl)thiophene)-2-cyclohexen-1-one

Refernces

• 1、 -. "INHIBITORS OF HEPATITIS C VIRUS POLYMERASE". Page/Page column 57-58. . Retrieved 2012/06/30.
• 2、 -. "Retinoic acid X-receptor ligands". . . Retrieved 2008/06/13.