3-(2,6-DICHLORO-PHENYL)-5-ISOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-(2,6-DICHLORO-PHENYL)-5-ISOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 278597-28-7
• Molecular Formula: C14H13Cl2NO3
• Molecular Weight: 314.168
• Hs Code.: 2934999090
• Mol file: 278597-28-7.mol

Synonyms:Methyl 3-(2,6-dichlorophenyl)-5-isopropyl-1,2-oxazole-4-carboxylate;Methyl 3-(2,6-dichlorophenyl)-5-isopropyl-isoxazole-4-carboxylate;4-Isoxazolecarboxylicacid, 3-(2,6-dichlorophenyl)-5-(1-methylethyl)-, methyl ester;

Chemical Property of 3-(2,6-DICHLORO-PHENYL)-5-ISOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 427.9 °C at 760 mmHg
• PKA: -6.07±0.50(Predicted)
• Flash Point: 212.6 °C
• PSA: 52.33000
• Density: 1.295 g/cm³
• LogP: 4.55840
• Storage Temp.: 2-8°C

Purity/Quality:

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

Methyl 3-(2,6-dichlorophenyl)-5-isopropylisoxazole-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2,6-DICHLORO-PHENYL)-5-ISOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID METHYL ESTER

There total 6 articles about 3-(2,6-DICHLORO-PHENYL)-5-ISOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID METHYL ESTER 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: 69.0%

2,6-dichlorobenzohydroximoyl chloride (6579-27-7) + Methyl 4-methyl-3-oxopentanoate (42558-54-3) → methyl 3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carboxylate (278597-28-7)

Guidance literature:

Methyl 4-methyl-3-oxopentanoate; With sodium methylate; In tetrahydrofuran; methanol; at 0 ℃;

2,6-dichlorobenzohydroximoyl chloride; In tetrahydrofuran; methanol; at 20 ℃;

Reference yield:

Methyl 4-methyl-3-oxopentanoate (42558-54-3) + 2,6-Dichloro-N-hydroxybenzenecarboximidoyl chloride (6579-27-7) → methyl 3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carboxylate (278597-28-7)

Guidance literature:

Methyl 4-methyl-3-oxopentanoate; With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 1h; Cooling with ice;

2,6-Dichloro-N-hydroxybenzenecarboximidoyl chloride; In tetrahydrofuran; methanol; at 20 ℃; Cooling with ice;

Reference yield:

2,6-dichlorobenzaldehyde (83-38-5) → methyl 3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carboxylate (278597-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / OHNH₂; NaOH / H₂O; ethanol / 24 h / 90 °C

2.1: NCS / dimethylformamide / 1 h / 20 °C

2.2: 3.1 g / NaOMe / tetrahydrofuran; methanol / 16 h / 20 °C

With sodium hydroxide; N-chloro-succinimide; hydroxylamine; In ethanol; water; N,N-dimethyl-formamide; 1.1: Nitrosation / 2.1: Oxidation / 2.2: Condensation;

DOI:10.1021/jm0002127

upstream raw materials:

Methyl 4-methyl-3-oxopentanoate

2,6-dichlorobenzaldoxime

2,6-dichlorobenzaldehyde

2,6-dichlorobenzohydroximoyl chloride

Downstream raw materials:

3-(2,6-dichlorophenyl)-4-(2'-methoxycarbonyl-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole

3-(2,6-dichlorophenyl)-4-(4'-methoxycarbonyl-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole

3-(2,6-dichlorophenyl)-4-(2'-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole

3-(2,6-dichlorophenyl)-4-(4'-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole

Refernces

• 1、 Schierle, Simone,Helmst?dter, Moritz,Schmidt, Jurema,Hartmann, Markus,Horz, Maximiliane,Kaiser, Astrid,Weizel, Lilia,Heitel, Pascal,Proschak, Anna,Hernandez-Olmos, Victor,Proschak, Ewgenij,Merk, Daniel. "Dual Farnesoid X Receptor/Soluble Epoxide Hydrolase Modulators Derived from Zafirlukast". . p. 50 - 67. Retrieved 2019/11/29.
• 2、 -. "Novel isoflavone derivative, preparation method therefor and medicinal use of novel isoflavone derivative". . . Retrieved 2018/07/30.