3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride
• CAS No.: 465514-05-0
• Molecular Formula: C11H7ClFNO2
• Molecular Weight: 239.633
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00381700
• Wikidata: Q82172697
• Mol file: 465514-05-0.mol

Synonyms:465514-05-0;3-(4-FLUOROPHENYL)-5-METHYL-4-ISOXAZOLECARBONYL CHLORIDE;3-(4-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride;3-(4-Fluorophenyl)-5-methylisoxazole-4-carbonyl chloride;SCHEMBL3068021;DTXSID00381700;QRMOQEHQPOIZGC-UHFFFAOYSA-N;3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid chloride;MFCD03407358;BP-10331;FT-0613667;A827069;3-(4-fluorophenyl)-5-methyl-isoxazole-4-carbonyl chloride;3-(4-FLUOROPHENYL)-5-METHYL-4-ISOXAZOLECARBONYLCHLORIDE;5-methyl-3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid chloride

Chemical Property of 3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride

Chemical Property:

• Vapor Pressure: 3.37E-05mmHg at 25°C
• Melting Point: 51-52oC
• Boiling Point: 340.3oC at 760 mmHg
• Flash Point: 159.6oC
• PSA: 43.10000
• Density: 1.23g/cm3
• LogP: 3.16810
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 239.0149343
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Fluorophenyl)-5-methylisoxazole-4-carbonylchloride 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=C(C=C2)F)C(=O)Cl

Technology Process of 3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride

There total 4 articles about 3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride 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:

3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (1736-21-6) → 5-methyl-3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid chloride (465514-05-0)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 1h; Heating;

DOI:10.1021/jf00049a040

Reference yield:

4-fluoro-N-hydroxybenzimidoyl chloride (42202-95-9) → 5-methyl-3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid chloride (465514-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / Et₃N / diethyl ether / 0.75 h

2: conc. aq. HCl, CH₃COOH / 72 h / Heating

3: oxalyl chloride, DMF / CH₂Cl₂ / 1 h / Heating

With hydrogenchloride; oxalyl dichloride; acetic acid; triethylamine; N,N-dimethyl-formamide; In diethyl ether; dichloromethane;

DOI:10.1021/jf00049a040

Reference yield:

4-fluorobenzaldoxime (459-23-4,7304-35-0) → 5-methyl-3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid chloride (465514-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N-chlorosuccinimide / dimethylformamide / Ambient temperature

2: 38 percent / Et₃N / diethyl ether / 0.75 h

3: conc. aq. HCl, CH₃COOH / 72 h / Heating

4: oxalyl chloride, DMF / CH₂Cl₂ / 1 h / Heating

With hydrogenchloride; N-chloro-succinimide; oxalyl dichloride; acetic acid; triethylamine; N,N-dimethyl-formamide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jf00049a040

upstream raw materials:

3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

4-fluoro-N-hydroxybenzimidoyl chloride

4-fluorobenzaldoxime

3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid methyl ester

Downstream raw materials:

4-(5-methyl-3-(4-fluorophenyl)-isoxazole-4-carbonyl)-2-trichloroacetyl-1H-pyrrole

3-[3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-1H-indole-6-carboxylic acid methyl ester