6-Methoxy-2-nitrobenzofuran

Base Information

• Chemical Name: 6-Methoxy-2-nitrobenzofuran
• CAS No.: 36687-17-9
• Molecular Formula: C9H7 N O4
• Molecular Weight: 193.159
• NSC Number: 170708
• DSSTox Substance ID: DTXSID20305408
• Nikkaji Number: J549.325K
• Wikidata: Q82052036
• Mol file: 36687-17-9.mol

Synonyms:6-Methoxy-2-nitrobenzofuran;36687-17-9;6-methoxy-2-nitro-1-benzofuran;NSC170708;DTXSID20305408;NSC-170708;A924055

Chemical Property of 6-Methoxy-2-nitrobenzofuran

Chemical Property:

• Vapor Pressure: 0.000795mmHg at 25°C
• Boiling Point: 315.7°C at 760 mmHg
• Flash Point: 144.7°C
• Density: 1.358g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 193.03750770
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(O2)[N+](=O)[O-]

Technology Process of 6-Methoxy-2-nitrobenzofuran

There total 7 articles about 6-Methoxy-2-nitrobenzofuran 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: 86.0%

2-hydroxy-5-methoxybenzaldehyde (672-13-9) + bromonitromethane (563-70-2) → Nitro-2 methoxy-6 benzofuranne (36687-17-9)

Guidance literature:

2-hydroxy-5-methoxybenzaldehyde; bromonitromethane; With potassium carbonate; In acetone; at 20 ℃; for 6h;

With acetic anhydride; In acetone; for 6h; Reflux;

DOI:10.1111/cbdd.12581

Reference yield: 29.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) + bromonitromethane (563-70-2) → Nitro-2 methoxy-6 benzofuranne (36687-17-9)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

Reference yield: 13.0%

1-(6-methoxybenzofuran-2-yl)ethan-1-one (52814-92-3) → Acetyl-2 methoxy-6 nitro-7 benzofuranne (83767-15-1) + Acetyl-2 methoxy-6 nitro-5 benzofuranne (83767-14-0) + Nitro-2 methoxy-6 benzofuranne (36687-17-9)

Guidance literature:

With nitric acid; In acetic anhydride; at 13 - 15 ℃; for 0.75h;

upstream raw materials:

2-Hydroxy-4-methoxybenzaldehyde

bromonitromethane

1-(6-methoxybenzofuran-2-yl)ethan-1-one

6-Methoxy-2-nitro-2,3-dihydro-benzofuran-3-ol

Downstream raw materials:

2-nitro-4-acetyl-7-methoxybenzofuran

Refernces

• 1、 Liang, Lei,Niu, Hong-Ying,Wang, Dong-Chao,Yang, Xin-He,Qu, Gui-Rong,Guo, Hai-Ming. "Facile synthesis of chiral [2,3]-fused hydrobenzofuran: Via asymmetric Cu(i)-catalyzed dearomative 1,3-dipolar cycloaddition". supporting information. p. 553 - 556. Retrieved 2019/01/10.
• 2、 Wang, Huamin,Zhang, Junyou,Tu, Youshao,Zhang, Junliang. "Phosphine-Catalyzed Enantioselective Dearomative [3+2]-Cycloaddition of 3-Nitroindoles and 2-Nitrobenzofurans". supporting information. p. 5422 - 5426. Retrieved 2019/03/17.