5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole

Base Information

• Chemical Name: 5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole
• CAS No.: 728-22-3
• Molecular Formula: C14H10ClNO2
• Molecular Weight: 259.692
• Mol file: 728-22-3.mol

Synonyms:2,1-Benzisoxazole,5-chloro-3-(p-methoxyphenyl)- (6CI,7CI);5-Chloro-3-(4-methoxyphenyl)-2,1-benzisoxazole;NSC 405897;

Chemical Property of 5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole

Chemical Property:

• Vapor Pressure: 3.96E-07mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 427.9 °C at 760 mmHg
• Flash Point: 212.6 °C
• PSA: 35.26000
• Density: 1.293 g/cm³
• LogP: 4.15680

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole

There total 6 articles about 5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole 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-amino-5-chlorophenyl)(4-methoxyphenyl)methanone (7497-59-8) → 3-(4-methoxybenzene)-5-chloro-2,1-benzoisoxazole (728-22-3)

Guidance literature:

With oxone; In water; acetonitrile; at 20 ℃; for 8h; chemoselective reaction; Green chemistry;

DOI:10.1055/s-0035-1561471

Reference yield:

4-chlorobenzonitrile (100-00-5) + p-methoxybenzylnitrile (104-47-2) → 3-(4-methoxybenzene)-5-chloro-2,1-benzoisoxazole (728-22-3)

Guidance literature:

4-chlorobenzonitrile; With sodium hydroxide; In ethanol; at 40 ℃; for 0.5h;

p-methoxybenzylnitrile; In ethanol; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.9b04256

Reference yield:

5-chloro-2-nitrophenyl-(4-methoxyphenyl)methanone → 3-(4-methoxybenzene)-5-chloro-2,1-benzoisoxazole (728-22-3)

Guidance literature:

With tin(II) chloride dihdyrate; In methanol; ethyl acetate; at 20 ℃; for 24h;

DOI:10.1039/c9cc06160f

upstream raw materials:

dimethyl sulfate

methyl iodide

(2-amino-5-chlorophenyl)(4-methoxyphenyl)methanone

4-chlorobenzonitrile

Downstream raw materials:

5-Chlor-2-amino-4'-methoxy-benzophenon-oxim

(5Z,11Z)-2,4,8,10-Tetrachloro-6,12-bis-(4-methoxy-phenyl)-dibenzo[b,f][1,5]diazocine

2,8-dichloro-6,12-bis-(4-methoxy-phenyl)-dibenzo[b,f][1,5]diazocine

2-amino-5-chloro-4'-hydroxy-benzophenone

Refernces

• 1、 Li, Jian,Wang, Zheng-Bing,Xu, Yue,Lu, Xue-Chen,Zhu, Shang-Rong,Liu, Li. "Catalyst-free cyclization of anthranils and cyclic amines: One-step synthesis of rutaecarpine". supporting information. p. 12072 - 12075. Retrieved 2019/10/14.