3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride

Base Information

• Chemical Name: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride
• CAS No.: 4462-55-9
• Molecular Formula: C11H6Cl3NO2
• Molecular Weight: 290.533
• Hs Code.: 2934999090
• European Community (EC) Number: 224-723-8
• UNII: PB71YVH5F2
• DSSTox Substance ID: DTXSID1057747
• Nikkaji Number: J185.665K
• Wikidata: Q72467532
• ChEMBL ID: CHEMBL3183862
• Mol file: 4462-55-9.mol

Synonyms:4462-55-9;3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride;3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride;Dcimc chloride;3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonylchloride;4-Isoxazolecarbonyl chloride, 3-(2,6-dichlorophenyl)-5-methyl-;PB71YVH5F2;DTXSID1057747;EINECS 224-723-8;3-(2,6-Dichlorophenyl)-5-methyl isoxazole-4-carbonyl chloride;3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid chloride;3-(2,6-Dichlorophenyl)-5-methyl-3-phenyl-4-chlorocarbonyl isoxazole;UNII-PB71YVH5F2;SCHEMBL3451560;CHEMBL3183862;DTXCID2031536;C11-H6-Cl3-N-O2;EX-A1931;STR00636;Tox21_113775;BBL028044;MFCD00052556;STL373442;AKOS015895601;NCGC00253649-01;BP-10805;CAS-4462-55-9;D4776;FT-0613519;A826642;SR-01000944785;SR-01000944785-1;W-106185;F0001-1218;3-(2,6-Dichlorophenyl)-5-methyl-4-chlorocarbonylisoxazole;3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarbonyl chloride;3-(2,6-Dichloro-phenyl)-5-methyl-isoxazole-4-carbonyl chloride;3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxylic acid chloride

Chemical Property of 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride

Chemical Property:

• Appearance/Colour: Yellow to brown powder
• Vapor Pressure: 2.57E-06mmHg at 25°C
• Melting Point: 92 °C
• Refractive Index: 1.584
• Boiling Point: 390.9 °C at 760 mmHg
• PKA: -6.62±0.50(Predicted)
• Flash Point: 190.2 °C
• PSA: 43.10000
• Density: 1.472 g/cm³
• LogP: 4.33580
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: 22.98mg/L at 25℃
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 288.946412
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-36/37/39/45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)Cl
• Uses: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride is used for preparing isoxazolyl penicillin derivatives.

Technology Process of 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride

There total 7 articles about 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl 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: 94.0%

3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (3919-76-4) → 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride (4462-55-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 60 ℃;

Reference yield:

SPB 06193 (4402-83-9) → 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride (4462-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / ethanol

2: SOCl₂

With potassium hydroxide; thionyl chloride; In ethanol;

DOI:10.1039/jr9650005976

Reference yield:

2,6-dichlorobenzaldehyde (83-38-5) → 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride (4462-55-9)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) NH₂OH, (ii) Cl₂, CHCl₃, (iii) /BRN= 506727/, MeOH

2: aq. KOH / ethanol

3: SOCl₂

With potassium hydroxide; thionyl chloride; In ethanol;

DOI:10.1039/jr9650005976

upstream raw materials:

3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

2,6-dichlorobenzaldehyde

SPB 06193

2,6-dichlorobenzohydroximoyl chloride

Downstream raw materials:

1-[3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-3-methyl-6-nitro-1H-indazole

3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid 4-sulfamoyl-phenethylamide

C₁₃H₁₁Cl₂NO₄

prop-2-ynyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate

Refernces

• 1、 Fu, Ying,Gao, Shuang,Gao, Ying-Chao,Guo, Ke-Liang,Li, Juan-Juan,Wang, Zi-Wei,Ye, Fei,Zhao, Li-Xia. "Design, synthesis, and bioevaluation of substituted phenyl isoxazole analogues as herbicide safeners". . p. 10550 - 10559. Retrieved 2020/11/05.
• 2、 Yang, Zaibo,Li, Pei,Gan, Xiuhai. "Novel pyrazole-hydrazone derivatives containing an isoxazole moiety: Design, synthesis, and antiviral activity". . . Retrieved 2018/08/21.