2,3-Dihydrobenzofuran-5-amine

Base Information

• Chemical Name: 2,3-Dihydrobenzofuran-5-amine
• CAS No.: 42933-43-7
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2932999099
• European Community (EC) Number: 640-749-6
• DSSTox Substance ID: DTXSID80397167
• Nikkaji Number: J751.779C
• Wikidata: Q72435933
• Mol file: 42933-43-7.mol

Synonyms:42933-43-7;2,3-dihydrobenzofuran-5-amine;2,3-dihydro-1-benzofuran-5-amine;2,3-dihydrobenzo[b]furan-5-ylamine;5-Amino-2,3-dihydrobenzo[b]furan;5-AMINO-2,3-DIHYDROBENZOFURAN;2,3-dihydrobenzofuran-5-ylamine;MFCD03617969;2,3-DIHYDRO-5-BENZOFURANAMINE;5-AMINOCOUMARAN;2,3-DIHYDROBENZO[B]FURAN-5-AMINE;SCHEMBL379230;AMY9158;DTXSID80397167;YJMADHMYUJFMQE-UHFFFAOYSA-N;BCP19517;CS-B1174;AKOS000137582;AB15578;PS-4248;SY010729;A6962;FT-0754732;EN300-57745;Y10191;F5608-0055

Chemical Property of 2,3-Dihydrobenzofuran-5-amine

Chemical Property:

• Melting Point: 78-80℃
• Boiling Point: 289.4 °C at 760 mmHg
• PKA: 5.34±0.20(Predicted)
• Flash Point: 151.5 °C
• PSA: 35.25000
• Density: 1.208 g/cm³
• LogP: 1.78490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Water Solubility.: Sparingly soluble in water.(0.26 g/L) (25°C),
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dihydrobenzofuran-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C1C=C(C=C2)N
• Uses: It is used as pharmaceutical intermediate. Benzoylthiophenes are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor.

Technology Process of 2,3-Dihydrobenzofuran-5-amine

There total 9 articles about 2,3-Dihydrobenzofuran-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: 97.2%

5-nitro-2,3-dihydro-1-benzofuran (17403-47-3) → 2,3-dihydro-1-benzofuran-5-amine (42933-43-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; at 20 ℃; for 18h; under 2844.39 Torr;

DOI:10.1021/jm100751q

Reference yield: 92.0%

5-nitrobenzofuran (18761-31-4) → 2,3-dihydro-1-benzofuran-5-amine (42933-43-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; for 5h; under 2844.39 Torr;

Reference yield: 88.0%

2.3-dihydrobenzofuran (496-16-2) → 2,3-dihydro-1-benzofuran-5-amine (42933-43-7)

Guidance literature:

With O-(methylsulfonyl)hydroxylammonium trifluoromethanesulfonate; iron(II) sulfate; In water; acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/acscatal.6b02576

upstream raw materials:

1-benzofuran-5-amine

5-nitrobenzofuran

5-nitro-2,3-dihydro-1-benzofuran

2.3-dihydrobenzofuran

Downstream raw materials:

6-nitro-2,3-dihydro-1-benzofuran

6-amino-2,3-dihydrobenzofuran

Refernces

• 1、 -. "Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex". Paragraph 0015. . Retrieved 2021/04/17.
• 2、 Lee, Hobin,Ahn, Songyeon,Ann, Jihyae,Ha, Heejin,Yoo, Young Dong,Kim, Young Ho,Hwang, Ji-Young,Hur, Kwang-Hyun,Jang, Choon-Gon,Pearce, Larry V.,Esch, Timothy E.,Lewin, Nancy E.,Blumberg, Peter M.,Lee, Jeewoo. "Discovery of dual-acting opioid ligand and TRPV1 antagonists as novel therapeutic agents for pain". . . Retrieved 2019/09/03.