Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate
• CAS No.: 174312-93-7
• Molecular Formula: C11H9Cl2NO5
• Molecular Weight: 306
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID90354004
• Wikidata: Q82131917
• Mol file: 174312-93-7.mol

Synonyms:ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate;174312-93-7;Oprea1_829358;CBDivE_013863;DTXSID90354004;ZGA31293;BBL025646;STL370324;AKOS001484916;ethyl 2,4-dichloro-5-nitrobenzoylacetate;VS-08039;CS-0324188;FT-0682982;AB00078670-01;SR-01000596927;SR-01000596927-1;ethyl3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate

Chemical Property of Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate

Chemical Property:

• PSA: 89.19000
• LogP: 3.56070
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 304.9857778
• Heavy Atom Count: 19
• Complexity: 371

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC(=C(C=C1Cl)Cl)[N+](=O)[O-]

Technology Process of Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate

There total 4 articles about Ethyl 3-(2,4-dichloro-5-nitrophenyl)-3-oxopropanoate 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: 82.0%

C10H5Cl2N3O3 + ethyl potassium malonate (6148-64-7) → ethyl ester of (5-nitro-2,4-dichlorobenzoyl)acetic acid (174312-93-7)

Guidance literature:

ethyl potassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 0 - 20 ℃;

C₁₀H₅Cl₂N₃O₃; In acetonitrile; at 70 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2008.02.031

Reference yield:

diethyl 2,4-dichloro-5-nitrobenzoylmalonate (174312-92-6) → ethyl ester of (5-nitro-2,4-dichlorobenzoyl)acetic acid (174312-93-7)

Guidance literature:

With toluene-4-sulfonic acid; In water; for 2h; Yield given; Heating;

DOI:10.1248/cpb.43.2123

Reference yield:

2,4-dichloro-5-nitro benzoyl chloride (713-28-0) → ethyl ester of (5-nitro-2,4-dichlorobenzoyl)acetic acid (174312-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg / 1.) CCl₄, EtOH, 60 deg C, 30 min, 2.) CCl₄, EtOH, 20 deg C, 1 h

2: p-TsOH*H₂O / H₂O / 2 h / Heating

With toluene-4-sulfonic acid; magnesium; In water;

DOI:10.1248/cpb.43.2123

upstream raw materials:

diethyl 2,4-dichloro-5-nitrobenzoylmalonate

2,4-dichloro-5-nitro benzoyl chloride

diethyl (ethoxymagnesio)malonate

ethyl potassium malonate

Downstream raw materials:

ethyl ester of 3-ethylamino-2-(5-nitro-2,4-dichlorobenzoyl)acrylic acid

ethyl ester of 3-cyclopropylamino-2-(5-nitro-2,4-dichlorobenzoyl)acrylic acid

ethyl ester of 1-cyclopropyl-6-nitro-4-oxo-7-chloro-1,4-dihydroquinoline-3-carboxylic acid

ethyl ester of 3-dimethylamino-2-(5-nitro-2,4-dichlorobenzoyl)acrylic acid