3-Amino-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-Amino-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester
• CAS No.: 189439-55-2
• Molecular Formula: C11H11NO3S
• Molecular Weight: 237.27500
• Mol file: 189439-55-2.mol

Synonyms:methyl 3-amino-6-methoxybenzo[b]thiophene-2-carboxylate;methyl 3-amino-6-methoxy[1]benzothiophene-2-carboxylate;

Chemical Property of 3-Amino-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester

Chemical Property:

• PSA: 89.79000
• LogP: 2.85990
• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

Methyl3-amino-6-methoxybenzo[b]thiophene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Amino-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester

There total 4 articles about 3-Amino-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester 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: 72.0%

4-methoxy-2-nitro-benzonitrile (38469-83-9) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-6-methoxy-1-benzo[b]thiophene-2-carboxylate (189439-55-2)

Guidance literature:

With water; potassium hydroxide; In 1,2-dimethoxyethane; at -5 - 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm400043d

Reference yield:

Methyl thioglycolate (2365-48-2) → methyl 3-amino-6-methoxy-1-benzo[b]thiophene-2-carboxylate (189439-55-2)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1039/c5ra28187c

Reference yield:

2-fluoro-4-methoxyphenyl nitrile (94610-82-9) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-6-methoxy-1-benzo[b]thiophene-2-carboxylate (189439-55-2)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.08.014

upstream raw materials:

2,4-difluorobenzonitrile

sodium methylate

Methyl thioglycolate

4-methoxy-2-nitro-benzonitrile

Downstream raw materials:

C₂₀H₂₁NO₆S

Refernces

• 1、 Romagnoli, Romeo,Baraldi, Pier Giovanni,Kimatrai Salvador, Maria,Preti, Delia,Aghazadeh Tabrizi, Mojgan,Bassetto, Marcella,Brancale, Andrea,Hamel, Ernest,Castagliuolo, Ignazio,Bortolozzi, Roberta,Basso, Giuseppe,Viola, Giampietro. "Synthesis and biological evaluation of 2-(alkoxycarbonyl)-3-anilinobenzo[b] thiophenes and thieno[2,3-b]pyridines as new potent anticancer agents". supporting information. p. 2606 - 2618. Retrieved 2013/05/09.
• 2、 -. "Oxazolidin-2-one derivatives, preparation method therefor and therapeutical use thereof". . . Retrieved 2008/06/13.