Methyl 5-aminobenzo[b]thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 5-aminobenzo[b]thiophene-2-carboxylate
• CAS No.: 20699-85-8
• Molecular Formula: C10H9NO2S
• Molecular Weight: 207.253
• Hs Code.: 2934999090
• European Community (EC) Number: 690-394-6
• DSSTox Substance ID: DTXSID40384972
• Nikkaji Number: J150.983G
• Wikidata: Q72486691
• Mol file: 20699-85-8.mol

Synonyms:20699-85-8;Methyl 5-aminobenzo[b]thiophene-2-carboxylate;methyl 5-amino-1-benzothiophene-2-carboxylate;5-Aminothionaphthene-2-carboxylic acid methyl ester;Benzo[b]thiophene-2-carboxylic acid, 5-amino-, methyl ester;Maybridge3_004413;SCHEMBL100069;DTXSID40384972;CHEBI:194920;SIMBULBEQVHFPK-UHFFFAOYSA-N;HMS1443I13;BBL021336;MFCD04123924;STK894047;AKOS000348721;AC-5192;CCG-251621;CS-W022860;DS-1439;SDCCGMLS-0066170.P001;IDI1_015800;methyl 5-aminobenzo[b]thiophene-carboxylate;FT-0647823;EN300-41620;methyl 5-azanyl-1-benzothiophene-2-carboxylate;Methyl-5-amino-benzo[b]thiophene-2-carboxylate;A814824;SR-01000003835;J-522435;SR-01000003835-1;5-amino-1-benzothiophene-2-carboxylic acid methyl ester;5-Amino-benzo[b]thiophene-2-carboxylic acid methyl ester;5-Amino-benzo[b]thiophene-2-carboxylic acid methylester;5-Aminobenzo[b]thiophene-2-carboxylic acid methyl ester;Z424770408

Chemical Property of Methyl 5-aminobenzo[b]thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 178-179 °C
• Refractive Index: 1.601
• Boiling Point: 382.839 °C at 760 mmHg
• PKA: 3.52±0.10(Predicted)
• Flash Point: 185.334 °C
• PSA: 80.56000
• Density: 1.353 g/cm³
• LogP: 2.85130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.4
• 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:

98%min ^*data from raw suppliers

Methyl5-Aminobenzo[b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(S1)C=CC(=C2)N

Technology Process of Methyl 5-aminobenzo[b]thiophene-2-carboxylate

There total 5 articles about Methyl 5-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: 100.0%

methyl 5-nitrobenzo[b]thiophene-2-carboxylate (20699-86-9) → methyl 5-aminobenzo[b]thiophene-2-carboxylate (20699-85-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In water; at 80 ℃; for 1h;

Reference yield: 94.0%

→ methyl 5-aminobenzo[b]thiophene-2-carboxylate (20699-85-8)

Guidance literature:

With water; iron; ammonium chloride; In methanol; at 75 ℃; for 2h;

Reference yield:

2-chloro-5-nitrobenzaldehyde (6361-21-3) → methyl 5-aminobenzo[b]thiophene-2-carboxylate (20699-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 66 percent / K₂CO₃ / dimethylformamide / 20 h / 25 °C

2.1: Fe / methanol / 12 h / Heating

2.2: 87 percent / aq. HCl / methanol / 2 h / Heating

With iron; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja994192d

upstream raw materials:

methyl 5-nitrobenzo[b]thiophene-2-carboxylate

2-chloro-5-nitrobenzaldehyde

2-fluoro-5-nitrobenzaldehye

Downstream raw materials:

5-((tert-butoxycarbonyl)amino)benzo[b]thiophene-2-carboxylic acid

4-{[5-(3-tert-butoxycarbonylamino-benzoylamino)-benzo[b]thiophene-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester

4-{[5-(4-tert-butoxycarbonylamino-benzoylamino)-benzo[b]thiophene-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester

5-phenylacetylamino-benzo[b]thiophene-2-carboxylic acid methyl ester

Refernces

• 1、 -. "1-(CYCLOALKYL-CARBONYL)PROLINE DERIVATIVE". Paragraph 0938; 0947; 0948. . Retrieved 2015/06/03.
• 2、 -. "BENZOTHIOPHENE DERIVATIVES: PREPARATION AND PHARMACEUTICAL APPLICATIONS". Page/Page column 45. . Retrieved 2008/06/13.