Methyl 5-broMothiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 5-broMothiophene-3-carboxylate
• CAS No.: 88770-19-8
• Molecular Formula: C6H5BrO2S
• Molecular Weight: 221.075
• Hs Code.: 2934999090
• Mol file: 88770-19-8.mol

Synonyms:methyl 5-bromo-3-thiophenecarboxylate;methyl 2-bromothiophene-4-carboxylate;5-bromothiophene-3-carboxylic acid methyl ester;

Chemical Property of Methyl 5-broMothiophene-3-carboxylate

Chemical Property:

• Melting Point: 43-44 °C
• Boiling Point: 244.6±20.0 °C(Predicted)
• PSA: 54.54000
• Density: 1.662±0.06 g/cm3(Predicted)
• LogP: 2.29720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-Bromothiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-broMothiophene-3-carboxylate

There total 4 articles about Methyl 5-broMothiophene-3-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: 91.0%

methanol (67-56-1) + 2-bromothiophene-4-carboxylic acid (100523-84-0) → 5-bromothiophene-3-carboxylic acid methyl ester (88770-19-8)

Guidance literature:

methanol; 2-bromothiophene-4-carboxylic acid; With sulfuric acid; for 12h; Reflux;

With sodium hydrogencarbonate; In water;

Reference yield: 77.84%

2-bromothiophene-4-carboxylic acid (100523-84-0) + dimethyl sulfate (77-78-1) → 5-bromothiophene-3-carboxylic acid methyl ester (88770-19-8)

Guidance literature:

2-bromothiophene-4-carboxylic acid; With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

dimethyl sulfate; In tetrahydrofuran; Reflux;

DOI:10.1016/j.bmc.2021.116093

Reference yield:

2-bromothiophene-4-carboxylic acid (100523-84-0) → 5-bromothiophene-3-carboxylic acid methyl ester (88770-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 0.25 h / Heating

2: 1 h / Heating

With thionyl chloride;

DOI:10.1002/(SICI)1521-4184(199812)331:12<405::AID-ARDP405>3.0.CO;2-2

upstream raw materials:

2,5-dibromothiophene-3-carboxylic acid methyl ester

2-bromothiophene-4-carboxylic acid

methanol

dimethyl sulfate

Downstream raw materials:

(4-hydroxy-4-phenyl-piperidin-1-yl)-[5-(1H-pyrazol-4-yl)-thiophen-3-yl]-methanone

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-3-carboxylic acid methyl ester

methyl 5-[4-(α-D-mannopyranosyloxy)phenyl]thiophene-3-carboxylate

methyl 5-phenylthiophene-3-carboxylate