Methyl 4-broMo-5-chlorothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-broMo-5-chlorothiophene-2-carboxylate
• CAS No.: 1047630-72-7
• Molecular Formula: C6H4BrClO2S
• Molecular Weight: 255.51676
• Mol file: 1047630-72-7.mol

Synonyms:Methyl 4-broMo-5-chlorothiophene-2-carboxylate;4-Bromo-5-chloro-2-thiophenecarboxylic acid methyl ester;2-Thiophenecarboxylic acid, 4-bromo-5-chloro-, methyl ester;methyl 4-bromo-5-chloro-2-thiophenecarboxylate

Chemical Property of Methyl 4-broMo-5-chlorothiophene-2-carboxylate

Chemical Property:

• Boiling Point: 293.9±35.0 °C(Predicted)
• PSA: 54.54000
• Density: 1.762±0.06 g/cm3(Predicted)
• LogP: 2.95060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-Bromo-5-chlorothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-broMo-5-chlorothiophene-2-carboxylate

There total 3 articles about Methyl 4-broMo-5-chlorothiophene-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: 80.0%

methyl 5-chloro-2-thiophenecarboxylate (35475-03-7) → methyl 4-bromo-5-chlorothiophene-2-carboxylate (1047630-72-7)

Guidance literature:

With aluminum (III) chloride; bromine; In chloroform; at 25 ℃; for 6h;

Reference yield:

2,3-dibromothiophene-5-carboxylic acid methyl ester (62224-24-2) → methyl 4-bromo-5-chlorothiophene-2-carboxylate (1047630-72-7)

Guidance literature:

2,3-dibromothiophene-5-carboxylic acid methyl ester; With isopropylmagnesium chloride; In tetrahydrofuran; at -25 ℃; for 0.5h;

With N-chloro-succinimide; In tetrahydrofuran; at -60 - 20 ℃; for 0.5h;

Reference yield:

5-Chlorothiophene-2-carboxylic acid (24065-33-6) → methyl 4-bromo-5-chlorothiophene-2-carboxylate (1047630-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 53 °C

2: bromine; aluminum (III) chloride / chloroform

With aluminum (III) chloride; sulfuric acid; bromine; In chloroform;

DOI:10.1358/dof.2014.039.08.2177902

upstream raw materials:

methyl 5-chloro-2-thiophenecarboxylate

5-Chlorothiophene-2-carboxylic acid

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

Downstream raw materials:

methyl 5-chloro-4-(1-methylpyrazol-5-yl)-2-thiophenecarboxylate

5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)thiophene-2-carboxylic acid

5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide

N-{(1S)-2-amino-1-[(3-fluorophenyl)methyl] ethyl}-5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide