3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole

Base Information

• Chemical Name: 3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole
• CAS No.: 24097-19-6
• Molecular Formula: C16H12 Cl N O2
• Molecular Weight: 285.73
• Hs Code.: 2934999090
• NSC Number: 129400
• DSSTox Substance ID: DTXSID60299317
• Nikkaji Number: J2.462.341F
• Wikidata: Q82041633
• ChEMBL ID: CHEMBL2271996
• Mol file: 24097-19-6.mol

Synonyms:3-(4-chlorophenyl)-5-(4-methoxyphenyl)isoxazole;24097-19-6;3-(4-chlorophenyl)-5-(4-methoxyphenyl)-1,2-oxazole;NSC129400;CHEMBL2271996;DTXSID60299317;NSC-129400;FT-0659923;A817095;3-(4-chlorophenyl)-5-(4-methoxyphenyl)-isoxazole

Chemical Property of 3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole

Chemical Property:

• Vapor Pressure: 5.74E-08mmHg at 25°C
• Melting Point: 209 °C
• Boiling Point: 453°Cat760mmHg
• PKA: -3.05±0.25(Predicted)
• Flash Point: 227.8°C
• PSA: 35.26000
• Density: 1.231g/cm³
• LogP: 4.67060
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 285.0556563
• Heavy Atom Count: 20
• Complexity: 299

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-CHLOROPHENYL)-5-(4-METHOXYPHENYL)ISOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=NO2)C3=CC=C(C=C3)Cl

Technology Process of 3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole

There total 6 articles about 3-(4-Chlorophenyl)-5-(4-methoxyphenyl)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: 77.0%

4'-chloro-4-methoxy-chalcone (6552-63-2) → 3-(4′-chlorophenyl)-5-(4′′-methoxyphenyl)isoxazole (24097-19-6)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In dimethyl sulfoxide; at 100 ℃; for 8h;

DOI:10.3184/174751916X14744677622496

Reference yield: 73.0%

1-(4-chlorophenyl)-3-(4-methoxyphenyl)propane-1,3-dione (37975-19-2) → 3-(4′-chlorophenyl)-5-(4′′-methoxyphenyl)isoxazole (24097-19-6)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; at 65 ℃; for 5.5h; Ionic liquid;

DOI:10.1002/jhet.20

Reference yield:

4-chlorobenzaldoxime (3848-36-0) → 3-(4′-chlorophenyl)-5-(4′′-methoxyphenyl)isoxazole (24097-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide / dimethylformamide / 0 °C

2: triethylamine / ethyl acetate

With N-chloro-succinimide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.05.080

upstream raw materials:

4-methoxyphenylacetylen

4-chlorobenzohydroximoyl chloride

(E)-4'-chloro-4-methoxychalcone

4-chlorobenzaldoxime

Downstream raw materials:

3-(4-chlorophenyl)-5-(4-hydroxyphenyl)isoxazole

Refernces

• 1、 Valizadeh, Hassan,Amiri, Mohammad,Gholipur, Hamid. "Efficient and convenient method for the synthesis of isoxazoles in ionic liquid". experimental part. p. 108 - 110. Retrieved 2009/05/07.
• 2、 Weidner-Wells, Michele A.,Henninger, Todd C.,Fraga-Spano, Stephanie A.,Boggs, Christine M.,Matheis, Michele,Ritchie, David M.,Argentieri, Dennis C.,Wachter, Michael P.,Hlasta, Dennis J.. "Synthesis and structure-activity relationships of 3,5-diarylisoxazoles and 3,5-diaryl-1,2,4-oxadiazoles, novel classes of small molecule interleukin-8 (IL-8) receptor antagonists". . p. 4307 - 4311. Retrieved 2007/10/03.