Ethyl 4-broMo-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-broMo-1-benzothiophene-2-carboxylate
• CAS No.: 93103-82-3
• Molecular Formula: C11H9BrO2S
• Molecular Weight: 285.161
• Hs Code.: 2934999090
• Mol file: 93103-82-3.mol

Synonyms:

Chemical Property of Ethyl 4-broMo-1-benzothiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 3.84050

Purity/Quality:

98% ^*data from raw suppliers

Ethyl4-bromo-1-benzothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 4-broMo-1-benzothiophene-2-carboxylate

There total 6 articles about Ethyl 4-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: 88.0%

4-bromo-benzo[b]thiophene-2-carboxylic acid (5194-37-6) + ethanol (64-17-5) → 4-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (93103-82-3)

Guidance literature:

With sulfuric acid; for 10h; Reflux;

DOI:10.1021/jm900363q

Reference yield: 66.0%

2-bromo-6-fluorobenzaldehyde (360575-28-6) + ethyl 2-sulfanylacetate (623-51-8) → 4-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (93103-82-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; Further stages; Inert atmosphere;

Reference yield:

3-fluorobromobenzene (1073-06-9) → 4-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (93103-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: 0.33 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

5-amino-4-bromo-2-carbethoxybenzothiophene

ethyl 5-amino-1-benzothiophene-2-carboxylate

4-bromo-benzo[b]thiophene-2-carboxylic acid

ethanol

Downstream raw materials:

4-bromobenzothiophene-2-carboxamide

4-bromo-2-chloroformylbenzothiophene

4-bromo-2-benzothenylurea

4-bromobenzo[b]thiophene

Refernces

• 1、 -. "MODULATORS FOR NICOTINIC ACETYLCHOLINE RECEPTOR α2 AND α4 SUBUNITS". Page/Page column 37; 38. . Retrieved 2016/12/22.
• 2、 Sharma, K. S.,Lata, Suman. "Condensed Heterocyclics: Part XVI - Synthesis of N-Substituted 4-Bromo-2-guanidinomethylbenzothiophenes". . p. 38 - 41. Retrieved 2007/10/02.