2-(3-Methylphenyl)-6-chlorobenzoxazole

Base Information

• Chemical Name: 2-(3-Methylphenyl)-6-chlorobenzoxazole
• CAS No.: 1315571-12-0
• Molecular Formula: C₁₄H₁₀ClNO
• Molecular Weight: 243.692
• DSSTox Substance ID: DTXSID601296767
• Nikkaji Number: J3.153.154C
• Mol file: 1315571-12-0.mol

Synonyms:DTXSID601296767;2-(3-Methylphenyl)-6-chlorobenzoxazole;6-Chloro-2-(3-methylphenyl)benzoxazole;1315571-12-0

Chemical Property of 2-(3-Methylphenyl)-6-chlorobenzoxazole

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 243.0450916
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=NC3=C(O2)C=C(C=C3)Cl

Technology Process of 2-(3-Methylphenyl)-6-chlorobenzoxazole

There total 7 articles about 2-(3-Methylphenyl)-6-chlorobenzoxazole 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: 92.0%

2-(3-methylphenyl)benzoxazole (14625-58-2) → 6-chloro-2-(3-methylphenyl)benzoxazole (1315571-12-0)

Guidance literature:

With N-chloro-succinimide; acetic acid; palladium dichloride; at 100 ℃; for 10h;

DOI:10.1039/c1ob05223c

Reference yield: 87.0%

2,6-dichloro-1,3-benzoxazole (3621-82-7) + m-tolylboronic acid (17933-03-8) → 6-chloro-2-(3-methylphenyl)benzoxazole (1315571-12-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2012.11.021

Reference yield: 84.0%

N-(4-chlorophenyl)-3-methylbenzamide (81636-14-8) → 6-chloro-2-(3-methylphenyl)benzoxazole (1315571-12-0)

Guidance literature:

With p-nitrobenzene iodide; Oxone; trifluorormethanesulfonic acid; at 20 ℃; for 12h; Green chemistry;

DOI:10.1021/jo501216h

upstream raw materials:

2-(3-methylphenyl)benzoxazole

2-amino-phenol

m-Toluic acid

2,6-dichloro-1,3-benzoxazole

Refernces

• 1、 Wu, Fengtian,Zhang, Jie,Wei, Qianbing,Liu, Ping,Xie, Jianwei,Jiang, Haojie,Dai, Bin. "Copper-catalysed intramolecular O-arylation: A simple and efficient method for benzoxazole synthesis". supporting information. p. 9696 - 9701. Retrieved 2015/02/19.
• 2、 Leng, Yuting,Yang, Fan,Zhu, Weiguo,Wu, Yangjie,Li, Xiang. "Chlorination and ortho-acetoxylation of 2-arylbenzoxazoles". supporting information; experimental part. p. 5288 - 5296. Retrieved 2011/08/05.