5-Chloro-2-(4-methoxyphenyl)-1,3-benzoxazole

Base Information

• Chemical Name: 5-Chloro-2-(4-methoxyphenyl)-1,3-benzoxazole
• CAS No.: 891-15-6
• Molecular Formula: C14H10ClNO2
• Molecular Weight: 259.692
• DSSTox Substance ID: DTXSID10357850
• Nikkaji Number: J1.669.466E
• Wikidata: Q82138020
• Mol file: 891-15-6.mol

Synonyms:STK156417;5-chloro-2-(4-methoxyphenyl)-1,3-benzoxazole;891-15-6;Cambridge id 5754563;TimTec1_007861;Oprea1_660647;DTXSID10357850;HMS1556F07;AKOS000642506;IDI1_033515;NCGC00338755-01;AB00095861-01;AB00095861-03

Chemical Property of 5-Chloro-2-(4-methoxyphenyl)-1,3-benzoxazole

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 259.0400063
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NC3=C(O2)C=CC(=C3)Cl

Technology Process of 5-Chloro-2-(4-methoxyphenyl)-1,3-benzoxazole

There total 16 articles about 5-Chloro-2-(4-methoxyphenyl)-1,3-benzoxazole 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: 96.0%

4-methoxy-benzaldehyde (123-11-5) + 2-hydroxy-5-chloro-aniline (95-85-2) → 5-chloro-2-(4-methoxyphenyl)benzo[d]oxazole (891-15-6)

Guidance literature:

With 1-(4-sulfonylbutyl)triphenylphosphonium p-toluenesulfonate; In neat (no solvent); at 100 ℃; for 0.833333h;

DOI:10.1039/c8ra01709c

Reference yield: 95.0%

4-methoxy-benzaldehyde (123-11-5) + 5-chloro-benzoxazole (17200-29-2) → 5-chloro-2-(4-methoxyphenyl)benzo[d]oxazole (891-15-6)

Guidance literature:

With ethylene glycol; zinc(II) chloride; In neat (no solvent); at 120 ℃; for 4h; Green chemistry;

DOI:10.1039/c8ra01094c

Reference yield: 89.0%

S-methyl 3-oxo-3-(4-methoxylphenyl)propanedithioate (213468-59-8) + 2-hydroxy-5-chloro-aniline (95-85-2) → 5-chloro-2-(4-methoxyphenyl)benzo[d]oxazole (891-15-6)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent); at 90 ℃; for 12h;

DOI:10.1016/j.tet.2016.12.073

upstream raw materials:

4-Chlor-2-<4-methoxy-benzyliden-amino>-phenol

4-methoxy-benzaldehyde

2-hydroxy-5-chloro-aniline

4-methoxy-benzylamine

Refernces

• 1、 Guo, Ying,Wang, Wei David,Li, Shengyu,Zhu, Yin,Wang, Xiaoyu,Liu, Xiao,Zhang, Yuan. "A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst". supporting information. p. 3689 - 3694. Retrieved 2021/09/29.
• 2、 Tran, Phuong Hoang,Thi Hang, Anh-Hung. "Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes". . p. 11127 - 11133. Retrieved 2018/03/26.