Ethyl 5-bromo-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-bromo-1-benzothiophene-2-carboxylate
• CAS No.: 13771-68-1
• Molecular Formula: C₁₁H₉BrO₂S
• Molecular Weight: 285.161
• Hs Code.: 2934999090
• Mol file: 13771-68-1.mol

Synonyms:5-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 5-bromo-1-benzothiophene-2-carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 5-bromo-1-benzo[b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ethyl 5-Bromobenzo[b]thiophene-2-carboxylate is being studied as a pharmacologically active benzo[b]thiophene derivative.

Technology Process of Ethyl 5-bromo-1-benzothiophene-2-carboxylate

There total 4 articles about Ethyl 5-bromo-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: 85.0%

ethyl 2-sulfanylacetate (623-51-8) + 5-bromo-2-fluorobenzaldehyde (93777-26-5) → 5-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (13771-68-1)

Guidance literature:

5-bromo-2-fluorobenzaldehyde; With potassium carbonate; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice;

ethyl 2-sulfanylacetate; In N,N-dimethyl-formamide; at 55 ℃; for 5h;

DOI:10.1039/c6ra18573h

Reference yield:

5-bromo-1-benzothiophene-2-carboxylic acid (7312-10-9) → 5-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (13771-68-1)

Guidance literature:

With thionyl chloride; In ethanol;

Reference yield:

4-chloro-2-fluorobenzaldehyde (61072-56-8) + ethyl 2-sulfanylacetate (623-51-8) → 5-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (13771-68-1)

Guidance literature:

With sodium carbonate;

upstream raw materials:

ethyl 2-sulfanylacetate

5-bromo-2-fluorobenzaldehyde

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

4-chloro-2-fluorobenzaldehyde

Downstream raw materials:

(5-bromobenzo[b]thiophen-2-yl)methanol

ethyl 5-(4-chlorophenyl)-1-benzothiophene-2-carboxylate

ethyl 5-[4-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxylate

ethyl 5-(4-methoxyphenyl)-1-benzothiophene-2-carboxylate

Refernces

• 1、 -. "MODULATORS FOR NICOTINIC ACETYLCHOLINE RECEPTOR α2 AND α4 SUBUNITS". Page/Page column 37; 41. . Retrieved 2016/12/22.
• 2、 -. "Novel 1-Heteroaryl-3-Azabicyclo[3.1.0]Hexanes Methods For Their Preparation And Their Use As Medicaments". Paragraph 0303-0305. . Retrieved 2014/10/16.