Methyl 3-amino-2-benzo[b]furancarboxylate

Base Information

• Chemical Name: Methyl 3-amino-2-benzo[b]furancarboxylate
• CAS No.: 57805-85-3
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00350133
• Wikidata: Q72486681
• ChEMBL ID: CHEMBL1341725
• Mol file: 57805-85-3.mol

Synonyms:57805-85-3;Methyl 3-amino-2-benzo[b]furancarboxylate;METHYL 3-AMINOBENZOFURAN-2-CARBOXYLATE;methyl 3-amino-1-benzofuran-2-carboxylate;3-Amino-benzofuran-2-carboxylic acid methyl ester;methyl 3-aminobenzo[b]furan-2-carboxylate;2-Benzofurancarboxylic acid, 3-amino-, methyl ester;DICHLORAMINET;Methyl3-amino-2-benzo[b]furancarboxylate;ChemDiv1_002769;Oprea1_410080;MLS000555858;SCHEMBL1885241;CHEMBL1341725;2-carbomethoxy-3-aminobenzofuran;HMS594N19;DTXSID00350133;OBUMBRZSVRGWFY-UHFFFAOYSA-N;HMS2342A20;AMY15715;MFCD00466275;STK000083;AKOS001874366;CCG-139192;AC-22918;SMR000147375;CS-0062552;FT-0690185;C75708;3-Aminobenzofuran-2-carboxylic acid methyl ester;EN300-6511204;2W-0306;A869579

Chemical Property of Methyl 3-amino-2-benzo[b]furancarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 82-84 °C(Solv: benzene (71-43-2))
• Boiling Point: 317.506°C at 760 mmHg
• PKA: 0.41±0.10(Predicted)
• Flash Point: 145.823°C
• PSA: 65.46000
• Density: 1.305g/cm³
• LogP: 2.38280
• 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: 191.058243149
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-Amino-2-benzo[b]furancarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C2=CC=CC=C2O1)N

Technology Process of Methyl 3-amino-2-benzo[b]furancarboxylate

There total 5 articles about Methyl 3-amino-2-benzo[b]furancarboxylate 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: 98.0%

salicylonitrile (611-20-1) + bromoacetic acid methyl ester (96-32-2) → methyl 3-amino-2-benzofurancarboxylate (57805-85-3)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 50 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03011

Reference yield: 65.0%

methyl 2-(2-cyanophenoxy)ethanoate (34844-79-6) → methyl 3-amino-2-benzofurancarboxylate (57805-85-3)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at 20 ℃; for 0.416667h; Inert atmosphere;

DOI:10.3390/molecules21020187

Reference yield: 48.0%

glycolic acid methyl ester (96-35-5) + 2-fluorobenzonitrile (394-47-8) → methyl 3-amino-2-benzofurancarboxylate (57805-85-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 100 ℃;

DOI:10.1016/j.bmcl.2010.09.102

upstream raw materials:

methyl 2-(2-cyanophenoxy)ethanoate

salicylonitrile

bromoacetic acid methyl ester

glycolic acid methyl ester

Downstream raw materials:

4-oxo-3,4-dihydrobenzofuro<3,2-d>pyrimidine

4-Chlorobenzofuro<3,2-d>pyrimidine

3-(2-bromo-2-phenyl-acetylamino)-benzofuran-2-carboxylic acid methyl ester

3-[2-(4-bromo-phenylsulfanyl)-acetylamino]-benzofuran-2-carboxylic acid