3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Base Information

• Chemical Name: 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid
• CAS No.: 3919-74-2
• Molecular Formula: C11H7ClFNO3
• Molecular Weight: 255.633
• Hs Code.: 2934999090
• European Community (EC) Number: 223-486-8
• UNII: LA88X8VS7A
• DSSTox Substance ID: DTXSID60192430
• Nikkaji Number: J217.759E
• Wikidata: Q72451260
• Mol file: 3919-74-2.mol

Synonyms:3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid;3919-74-2;3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylic acid;Fcimic acid;C11H7ClFNO3;4-isoxazolecarboxylic acid, 3-(2-chloro-6-fluorophenyl)-5-methyl-;EINECS 223-486-8;3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxylic acid;Flucloxacillin impurity D;LA88X8VS7A;SCHEMBL899628;DTXSID60192430;MFCD00055659;3-(2-DIHLORO-6-FLUOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLIC ACID;AKOS000120331;MS-0533;AC-10859;FT-0613538;EN300-20619;A824453;W-106452;Z104479288;3-(2-Chloro-6-fluorophenyl)5-methylisoxazole-4-carboxylic acid;FLUCLOXACILLIN MAGNESIUM OCTAHYDRATE IMPURITY D [EP IMPURITY];3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonitrile-4-carboxylic acid

Chemical Property of 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00046mmHg at 25°C
• Melting Point: 202 °C
• Refractive Index: 1.533
• Boiling Point: 360.7 °C at 760 mmHg
• PKA: 2.13±0.25(Predicted)
• Flash Point: 171.9 °C
• PSA: 63.33000
• Density: 1.454 g/cm³
• LogP: 3.14070
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), Methanol (Very Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 255.0098489
• Heavy Atom Count: 17
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36/37/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=C(C=CC=C2Cl)F)C(=O)O
• Uses: 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic Acid is an impurity of Flucloxacillin (F419200), a new semisynthetic penicillin 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic Acid (Flucloxacillin EP Impurity D) is an impurity of Flucloxacillin (F419200), a new semisynthetic penicillin with broad spectrum of antibacterial activity.

Technology Process of 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid

There total 10 articles about 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-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: 87.0%

(3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol (1239346-71-4) → 3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid (3919-74-2)

Guidance literature:

(3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol; With potassium permanganate; disodium hydrogenphosphate; In methanol; water; at 25 ℃; Continuous flow conditions; Sonication;

With hydrogenchloride; sodium thiosulfate; sodium chloride; In methanol; water; ethyl acetate;

DOI:10.1021/ol101345z

Reference yield: 72.0%

2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride (51088-25-6) + acetoacetic acid methyl ester (105-45-3) → 3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid (3919-74-2)

Guidance literature:

With ethanol; triethylamine; at 5 ℃;

Reference yield:

methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate (4415-09-2) → 3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid (3919-74-2)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1039/jr9650005976

upstream raw materials:

methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

2-chloro-6-fluorobenzaldehyde

(3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol

2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride

Downstream raw materials:

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxamide

(1-(2-morpholino-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-caroboxylate

(1-benzyl-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

(1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Refernces

• 1、 Guo, You-Yuan,Jiang, Wei,Yang, Hong-Li,Fu, Ying. "Synthesis, Crystal Structure, and Herbicidal Activity of 3-(2-Chloro-6-fuorophenyl)-4-(2-oxooxazolidine-3-carbonyl)-5-methylisoxazole". . p. 503 - 508. Retrieved 2021/02/02.
• 2、 Fawzy, Ahmed. "Removal of toxic tellurium (IV) compounds via bioreduction using flucloxacillin in aqueous acidic medium: A kinetic and mechanistic approach". . . Retrieved 2019/09/06.