1-Benzofuran-5-amine

Base Information

• Chemical Name: 1-Benzofuran-5-amine
• CAS No.: 58546-89-7
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2932999099
• European Community (EC) Number: 639-311-7
• DSSTox Substance ID: DTXSID70363114
• Nikkaji Number: J751.780G
• Wikidata: Q82146681
• Mol file: 58546-89-7.mol

Synonyms:1-benzofuran-5-amine;Benzofuran-5-amine;58546-89-7;5-AMINOBENZOFURAN;5-Aminobenzo[b]furan;5-Benzofuranamine;MFCD04125391;1-benzouran-5-amine;SCHEMBL320843;DTXSID70363114;CHEBI:194630;1-benzofuran-5-amine, AldrichCPR;AKOS000113291;AB20798;CS-W004624;SY014831;FT-0704121;EN300-56843;4N-074;A869416;J-504223

Chemical Property of 1-Benzofuran-5-amine

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: 1.671
• Boiling Point: 259.8 °C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 110.9 °C
• PSA: 39.16000
• Density: 1.225g/cm³
• LogP: 2.59620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

97% ^*data from raw suppliers

5-Benzofuranamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CO2)C=C1N
• Uses: 5-Benzofuranamine acts as a reagent in the synthesis of substituted pyrimidines as multi-targeted receptor tyrosine kinase and microtubule inhibitors as potential antitumor agents.

Technology Process of 1-Benzofuran-5-amine

There total 25 articles about 1-Benzofuran-5-amine 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: 91.3%

N-(3-oxo-2,3-dihydrobenzofuran-5-yl)acetamide → 1-benzofuran-5-amine (58546-89-7)

Guidance literature:

N-(3-oxo-2,3-dihydrobenzofuran-5-yl)acetamide; With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃;

With hydrogenchloride; In ethanol; water; for 6h; Reflux;

Reference yield: 75.0%

N-benzofuran-5-yl-2-hydroxy-2-methyl-propionamide (909398-11-4) → 1-benzofuran-5-amine (58546-89-7)

Guidance literature:

With hydrogenchloride; for 2h;

DOI:10.1080/00397910600634118

Reference yield: 74.0%

5-bromobenzofuran (23145-07-5) → 1-benzofuran-5-amine (58546-89-7)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane; In toluene; at 100 ℃; for 2h; Glovebox; Sealed tube;

DOI:10.1021/acs.organomet.8b00567

upstream raw materials:

5-nitrobenzofuran

N-benzofuran-5-yl-2-hydroxy-2-methyl-propionamide

2-(benzofuran-5-yloxy)-2-methyl-propionamide

5-methoxybenzofuran

Downstream raw materials:

N-(5-benzofuryl)-N-tosyl-β-alanine

3-[Benzofuran-5-yl-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester

4-(Benzofuran-5-ylamino)-7-methoxyquinazolin-6-ol

N-(Benzofuran-5-yl)-7-(benzyloxy)-6-methoxyquinazolin-4-amine

Refernces

• 1、 Martinez, Gabriel Espinosa,Nugent, Joseph W.,Fout, Alison R.. "Simple Nickel Salts for the Amination of (Hetero)aryl Bromides and Iodides with Lithium Bis(trimethylsilyl)amide". supporting information. p. 2941 - 2944. Retrieved 2018/09/21.
• 2、 Schmidt, Bernd,Wolf, Felix. "Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts". . p. 4386 - 4395. Retrieved 2017/04/28.