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

Base Information

• Chemical Name: Ethyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate
• CAS No.: 24248-21-3
• Molecular Formula: C13H11 Cl2 N O3
• Molecular Weight: 300.141
• Hs Code.: 2934999090
• European Community (EC) Number: 246-108-3
• DSSTox Substance ID: DTXSID70178942
• Nikkaji Number: J287.196C
• Wikidata: Q83049453
• Mol file: 24248-21-3.mol

Synonyms:24248-21-3;Ethyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate;ETHYL 3-(2,6-DICHLORO-PHENYL)-5-METHYL-ISOXAZOLE-4-CARBOXYLATE;3-(2,6-DICHLORO-PHENYL)-5-METHYL-ISOXAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;ethyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate;3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylcarboxylic Acid Ethyl Ester;EINECS 246-108-3;ETHYL 3-(2,6-DICHLOROPHENYL)-5-METHYL-4-ISOXAZOLE CARBOXALATE;Maybridge4_000312;SCHEMBL16448979;DTXSID70178942;HMS1521O06;MFCD00115543;AKOS024260325;AB03483;AS-5737;IDI1_030894;CS-0449955;FT-0721395;3-AMINO-3-(2-PROPOXYPHENYL)-PROPIONICACID;SR-01000003321;SR-01000003321-1;Ethyl3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate;3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxylic acid ethyl ester;3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid ethyl ester;4-Isoxazolecarboxylic acid, 3-(2,6-dichlorophenyl)-5-methyl-, ethyl ester

Chemical Property of Ethyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 1.93E-06mmHg at 25°C
• Melting Point: 57-59°C
• Boiling Point: 394.8°C at 760 mmHg
• Flash Point: 192.6°C
• PSA: 52.33000
• Density: 1.332g/cm³
• LogP: 4.13350
• Storage Temp.: -20°C Freezer
• Solubility.: Acetontrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 299.0115986
• Heavy Atom Count: 19
• Complexity: 319

Purity/Quality:

97% ^*data from raw suppliers

3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylcarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(ON=C1C2=C(C=CC=C2Cl)Cl)C
• Uses: 3-(2,6-Dichlorophenyl)-5-Methyl-4-isoxazolylcarboxylic Acid Ethyl Ester is used in the preparation of novel isoxazole carboxamides as growth hormones.

Technology Process of Ethyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate

There total 5 articles about Ethyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate 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: 64.0%

2,6-dichlorobenzohydroximoyl chloride (6579-27-7) + ethyl acetoacetate (141-97-9) → ethyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate (24248-21-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield: 38.0%

2,6-dichlorobenzohydroximoyl chloride (6579-27-7) + acetoacetic acid methyl ester (105-45-3) → ethyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate (24248-21-3)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

2,6-dichlorobenzaldehyde (83-38-5) → ethyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate (24248-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 24 h / 90 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 20 °C

3: sodium methylate / tetrahydrofuran / 16 h / 20 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium methylate; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

2,6-dichlorobenzohydroximoyl chloride

ethyl acetoacetate

2,6-dichlorobenzaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride

(E)-ethyl 3-(2,6-dichlorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate

diethyl 5,5'-((1E,3Z)-4-(dimethylamino)buta-1,3-diene-1,3-diyl)bis(3-(2,6-dichlorophenyl)isoxazole-4-carboxylate)

C₁₇H₁₉Cl₂NO₄