Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate
• CAS No.: 81282-12-4
• Molecular Formula: C12H10ClNO3
• Molecular Weight: 251.669
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00515967
• Wikidata: Q82377137
• Mol file: 81282-12-4.mol

Synonyms:Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate;81282-12-4;ethyl 5-(4-chlorophenyl)-1,2-oxazole-3-carboxylate;SCHEMBL1686347;DTXSID00515967;CJQWCZKLLDAKCX-UHFFFAOYSA-N;MFCD08446403;AKOS016003596;CS-10404;FT-0765370;Ethyl-5-(4-chlorophenyl)-3-isoxazolecarboxylate;A864575;ETHYL5-(4-CHLOROPHENYL)ISOXAZOLE-3-CARBOXYLATE;Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate, AldrichCPR

Chemical Property of Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate

Chemical Property:

• PSA: 52.33000
• LogP: 3.17170
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 251.0349209
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NOC(=C1)C2=CC=C(C=C2)Cl

Technology Process of Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate

There total 13 articles about Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate 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%

BF4(1-)*C18H21ClN3O4(1+) → ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate (81282-12-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.5h; Green chemistry;

DOI:10.1002/jhet.1673

Reference yield: 78.0%

ethyl 4-(4-chlorophenyl)-2-hydroxy-4-oxobut-2-enoate (65356-49-2) → ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate (81282-12-4)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 2.5h; Reflux;

DOI:10.1016/j.molstruc.2019.127144

Reference yield: 78.0%

ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate (91393-54-3) → ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate (81282-12-4)

Guidance literature:

With trifluoroacetic acid; sodium nitrite; at 20 ℃;

DOI:10.1007/s10593-009-0315-6

upstream raw materials:

ethyl 4-chlorobenzoylpyruvate

4-n-chlorophenylacetylene

ethyl 2-chloro-2-(hydroxyimino)acetate

hydroxylamine hydrochloride

Downstream raw materials:

C₂₅H₂₈ClN₃O₃

C₂₂H₂₂ClN₃O₃*ClH

C₂₅H₂₈ClN₃O₃*ClH

C₂₃H₂₄ClN₅O₃*ClH

Refernces

• 1、 Li, Liangkui,Huang, Shiqing,Mao, Kuantao,Lv, Leiyang,Li, Zhiping. "Synthesis of isoxazoles via cyclization of β-fluoro enones with sodium azide". . . Retrieved 2021/04/22.
• 2、 Habib, Farhat,Alam, Shadab,Hussain, Afzal,Aneja, Babita,Irfan, Mohammad,Alajmi, Mohamed F.,Hasan, Phool,Khan, Parvez,Rehman, Md Tabish,Noman, Omar Mohammed,Azam, Amir,Abid, Mohammad. "Biofilm inhibition and DNA binding studies of isoxazole-triazole conjugates in the development of effective anti-bacterial agents". . . Retrieved 2019/10/14.