5-(3-Chlorophenyl)isoxazole-3-carboxylic acid

Base Information

• Chemical Name: 5-(3-Chlorophenyl)isoxazole-3-carboxylic acid
• CAS No.: 925940-95-0
• Molecular Formula: C10H6ClNO3
• Molecular Weight: 223.616
• Hs Code.: 2934999090
• European Community (EC) Number: 823-419-8
• DSSTox Substance ID: DTXSID50588520
• Wikidata: Q82481235
• Mol file: 925940-95-0.mol

Synonyms:5-(3-chlorophenyl)isoxazole-3-carboxylic acid;925940-95-0;5-(3-chlorophenyl)-1,2-oxazole-3-carboxylic acid;SCHEMBL2486578;DTXSID50588520;MSBRAMMMTSCNGV-UHFFFAOYSA-N;MFCD07377104;AKOS000143054;MCULE-5842991556;DB-306180;5-(3-chlorophenyl)isoxazole-3-carboxylicacid;EN300-36659;G63538;5-(3-chloro-phenyl)-isoxazole-3-carboxylic acid;5-(3-Chlorophenyl)-isoxazole-3-carboxylic acid;Z240119360;5-(3-Chlorophenyl)-3-isoxazolecarboxylic acid, AldrichCPR

Chemical Property of 5-(3-Chlorophenyl)isoxazole-3-carboxylic acid

Chemical Property:

• PSA: 63.33000
• LogP: 2.69320
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 223.0036207
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(3-chlorophenyl)-1,2-oxazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5-(3-Chlorophenyl)isoxazole-3-carboxylic acid

There total 4 articles about 5-(3-Chlorophenyl)isoxazole-3-carboxylic acid 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: 24.0%

[5-(3-Chloro-phenyl)-isoxazol-3-yl]-methanol (657424-79-8) → 5-(3-chloro-phenyl)-isoxazole-3-carboxylic acid (925940-95-0)

Guidance literature:

[5-(3-Chloro-phenyl)-isoxazol-3-yl]-methanol; With potassium permanganate; In acetone; at 10 ℃; for 2h;

With hydrogenchloride; In water;

Reference yield:

ethyl 5-(3-chlorophenyl)isoxazole-3-carboxylate (657424-77-6) → 5-(3-chloro-phenyl)-isoxazole-3-carboxylic acid (925940-95-0)

Guidance literature:

With potassium hydroxide; In methanol; for 3h; Reflux;

DOI:10.1002/cbdv.201900746

Reference yield:

3'-Chloroacetophenone (99-02-5) → 5-(3-chloro-phenyl)-isoxazole-3-carboxylic acid (925940-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium / ethanol / 16.5 h / 20 - 80 °C / Cooling with ice

2: hydroxylamine hydrochloride / ethanol / 3 h / Reflux

3: potassium hydroxide / methanol / 3 h / Reflux

With hydroxylamine hydrochloride; sodium; potassium hydroxide; In methanol; ethanol;

DOI:10.1002/cbdv.201900746

upstream raw materials:

[5-(3-Chloro-phenyl)-isoxazol-3-yl]-methanol

ethyl 4-(3-chlorophenyl)-2,4-dioxobutanoate

ethyl 5-(3-chlorophenyl)isoxazole-3-carboxylate

3'-Chloroacetophenone

Downstream raw materials:

5-(3-Chlorophenyl)-N-methyl-N-[4-methyl-5-(6-oxo-1,6-dihydropyridazin-4-yl)-4H-1,2,4-triazol-3-yl]isoxazole-3-carboxamide

5-(3-Chlorophenyl)-N-methyl-N-(4-methyl-5-pyridin-4-yl-4H-1,2,4-triazol-3-yl)isoxazole-3-carboxamide