Benzoxazole, 2-(2-methoxyphenyl)-

Base Information

• Chemical Name: Benzoxazole, 2-(2-methoxyphenyl)-
• CAS No.: 13459-17-1
• Molecular Formula: C14H11NO2
• Molecular Weight: 225.247
• DSSTox Substance ID: DTXSID20407592
• Nikkaji Number: J676.420G
• Wikidata: Q82212900
• Mol file: 13459-17-1.mol

Synonyms:Benzoxazole, 2-(2-methoxyphenyl)-;13459-17-1;2-(o-methoxyphenyl)benzoxazole;SCHEMBL13495717;DTXSID20407592;AB00540802

Chemical Property of Benzoxazole, 2-(2-methoxyphenyl)-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2=NC3=CC=CC=C3O2

Technology Process of Benzoxazole, 2-(2-methoxyphenyl)-

There total 38 articles about Benzoxazole, 2-(2-methoxyphenyl)- 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: 99.0%

2-Methoxybenzoyl chloride (21615-34-9) + 2-bromoaniline (615-36-1) → 2-(2-methoxyphenyl)-1,3-benzoxazole (13459-17-1)

Guidance literature:

With 1,10-Phenanthroline; potassium carbonate; In acetonitrile; at 90 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2015.10.078

Reference yield: 99.0%

N-(2-bromophenyl)-2-methoxybenzamide (352331-96-5) → 2-(2-methoxyphenyl)-1,3-benzoxazole (13459-17-1)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In 1,2-dimethoxyethane; for 24h; Heating;

DOI:10.1021/jo051927q

Reference yield: 98.0%

2-amino-phenol (95-55-6) + ortho-anisaldehyde (135-02-4) → 2-(2-methoxyphenyl)-1,3-benzoxazole (13459-17-1)

Guidance literature:

With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide; In o-xylene; para-xylene; m-xylene; at 120 ℃; for 10h; Green chemistry;

DOI:10.1055/s-0036-1591524

upstream raw materials:

N-(2-hydroxy-phenyl)-2-methoxy-benzamide

2-(2-Hydroxyphenyl)benzoxazole

methyl iodide

dimethyl sulfate

Downstream raw materials:

2-(4'-fluoro-[1,1'-biphenyl]-2-yl)benzo[d]oxazole

2-(4'-methyl-[1,1'-biphenyl]-2-yl)benzo[d]oxazole

2-(4′-methoxy-biphenyl-2-yl)benzo[d]-oxazole

2-([1,1′-biphenyl]-2-yl)benzo[d]oxazole

Refernces

• 1、 Le, Hanh T.N.,Nguyen, Tung T.,Vu, Phuong H.L.,Truong, Thanh,Phan, Nam T.S.. "Ligand-free direct C-arylation of heterocycles with aryl halides over a metal-organic framework Cu2(BPDC)2(BPY) as an efficient and robust heterogeneous catalyst". . p. 74 - 82. Retrieved 2014.
• 2、 Hiba, K.,Shaibuna, M.,Shebitha, A. M.,Sreekumar, K.. "Synthesis, Characterization and DFT-D Studies of 2-Aminoethoxycalix[4]resorcinarenes: A Novel Heterogeneous Organocatalyst". . . Retrieved 2022/01/12.
• 3、 George, Smitha,Sreekumar, Krishnapillai. "Heterogeneous palladium (II)-complexed dendronized polymer: A rare palladium catalyst for the one-pot synthesis of 2-arylbenzoxazoles". . . Retrieved 2020/12/14.