Methyl 3-aminobenzo[b]thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-aminobenzo[b]thiophene-2-carboxylate
• CAS No.: 35212-85-2
• Molecular Formula: C10H9 N O2 S
• Molecular Weight: 207.253
• Hs Code.: 29349990
• European Community (EC) Number: 673-065-1
• DSSTox Substance ID: DTXSID90358022
• Nikkaji Number: J1.791.808G
• Wikidata: Q82138275
• ChEMBL ID: CHEMBL1411761
• Mol file: 35212-85-2.mol

Synonyms:Methyl 3-aminobenzo[b]thiophene-2-carboxylate;35212-85-2;methyl 3-amino-1-benzothiophene-2-carboxylate;benzo[b]thiophene-2-carboxylic acid, 3-amino-, methyl ester;MFCD00206744;CBMicro_030710;MLS000119671;SCHEMBL1101766;3-Aminobenzo[b]thiophene-2-carboxylic acid methyl ester;CHEMBL1411761;DTXSID90358022;VLHHEYMZLXKSQO-UHFFFAOYSA-N;HMS2251M09;2-carbomethoxy-3-aminobenzothiophene;STK411269;AKOS001187243;7P-368S;CCG-139771;SMR000096592;SY079742;BIM-0030704.P001;methyl 3-aminobenzothiophene-2-carboxylate;methyl-3-aminobenzothiophene-2-carboxylate;CS-0072592;FT-0750964;EN300-15203;D81976;methyl 3-amino-benzo[b]thiophene-2-carboxylate;A822651;amino-benzo[b]thiophene-2-carboxylic acid methyl ester;3-Amino-benzo[b]thiophene-2-carboxylic acid methyl ester;F0806-0001;Z119894754;3-amino-benzo[b]thiophene-2-carboxylic acid, methyl ester

Chemical Property of Methyl 3-aminobenzo[b]thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.84E-05mmHg at 25°C
• Melting Point: 107-108°C
• Boiling Point: 363.1°Cat760mmHg
• PKA: 0.83±0.10(Predicted)
• Flash Point: 173.4°C
• PSA: 80.56000
• Density: 1.352g/cm³
• LogP: 2.85130
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-Amino-1-benzothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C2=CC=CC=C2S1)N

Technology Process of Methyl 3-aminobenzo[b]thiophene-2-carboxylate

There total 12 articles about Methyl 3-aminobenzo[b]thiophene-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: 89.0%

2-fluorobenzonitrile (394-47-8) + Methyl thioglycolate (2365-48-2) → 3-Amino-benzo[b]thiophene-2-carboxylic acid methyl ester (35212-85-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Heating / reflux;

Reference yield: 88.0%

3-chloro-1,2-benzisothiazole (7716-66-7) + malonic acid dimethyl ester (108-59-8) → 3-Amino-benzo[b]thiophene-2-carboxylic acid methyl ester (35212-85-2)

Guidance literature:

malonic acid dimethyl ester; With sodium methylate; In methanol; for 0.0833333h; Inert atmosphere;

3-chloro-1,2-benzisothiazole; In methanol; at 20 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02347

Reference yield: 72.0%

3-aminoindazole (874-05-5) + Methyl thioglycolate (2365-48-2) → 3-Amino-benzo[b]thiophene-2-carboxylic acid methyl ester (35212-85-2)

Guidance literature:

With tert.-butylhydroperoxide; copper diacetate; sodium hydroxide; In water; acetonitrile; at 80 ℃; for 22h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02288

upstream raw materials:

Methyl thioglycolate

o-nitrobenzonitrile

methyl α-(2-cyanophenylthio)acetate

2-Chlorobenzonitrile

Downstream raw materials:

3-aminobenzo[b]thiophene

2-(benzylsulfanyl)[1]benzothieno[3,2-d]pyrimidin-4(3H)-one

[3-(4-Bromo-2-fluoro-benzyl)-2,4-dioxo-3,4-dihydro-2H-benzo[4,5]thieno[3,2-d]pyrimidin-1-yl]-acetic acid ethyl ester

3-(4-Bromo-2-fluoro-benzyl)-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione

Refernces

• 1、 Irgashev, Roman A.,Steparuk, Alexander S.,Rusinov, Gennady L.. "One-pot approach to construct benzo[4,5]thieno[3,2-b]indoles, pyrido[3′,2’:4,5]thieno[3,2-b]indoles and pyrazino[2′,3’:4,5]thieno[3,2-b]indoles based on the Fischer indole synthesis". supporting information. . Retrieved 2020/11/06.
• 2、 Zhou, Yao,Wang, Ya,Lou, Yixian,Song, Qiuling. "Cu-Catalyzed Denitrogenative Transannulation of 3-Aminoindazoles to Assemble 1-Aminoisoquinolines and 3-Aminobenzothiophenes". . p. 8869 - 8873. Retrieved 2019/09/12.