Ethyl 3'-chloromalonanilate

Base Information

• Chemical Name: Ethyl 3'-chloromalonanilate
• CAS No.: 15386-82-0
• Molecular Formula: C11H12 Cl N O3
• Molecular Weight: 241.674
• DSSTox Substance ID: DTXSID10934862
• Wikidata: Q82910840
• Mol file: 15386-82-0.mol

Synonyms:Ethyl 3'-chloromalonanilate;15386-82-0;Malonanilic acid, 3'-chloro-, ethyl ester;SCHEMBL1504239;DTXSID10934862;DEZBFFHVGYJJEU-UHFFFAOYSA-N;AKOS003496371;N-(3-Chlorophenyl)-3-ethoxy-3-oxopropanimidic acid;3-(3-chloroanilino)-3-oxopropionic acid ethyl ester

Chemical Property of Ethyl 3'-chloromalonanilate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)NC1=CC(=CC=C1)Cl

Technology Process of Ethyl 3'-chloromalonanilate

There total 4 articles about Ethyl 3'-chloromalonanilate 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: 80.0%

3-chloro-aniline (108-42-9) + ethyl chlorocarbonylacetate (36239-09-5) → ethyl 3-((3-chlorophenyl)amino)-3-oxopropanoate (15386-82-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 62.0%

carbon monoxide (201230-82-2) + 3-chloro-aniline (108-42-9) + ethyl iodoacetae (623-48-3) → ethyl 3-((3-chlorophenyl)amino)-3-oxopropanoate (15386-82-0)

Guidance literature:

With dmap; bis-triphenylphosphine-palladium(II) chloride; triethylamine; In water; toluene; UV-irradiation; Autoclave;

DOI:10.1055/s-0031-1290690

Reference yield:

3-chloro-aniline (108-42-9) + diethyl malonate (105-53-3) → ethyl 3-((3-chlorophenyl)amino)-3-oxopropanoate (15386-82-0) + N,N'-bis(3-chlorophenyl)propanediamide (17722-14-4)

Guidance literature:

DOI:10.1021/jo01167a005

upstream raw materials:

3-chloro-aniline

diethyl malonate

carbon monoxide

ethyl iodoacetae

Downstream raw materials:

2-(3-Chloro-phenylcarbamoyl)-3,3-bis-ethylsulfanyl-acrylic acid ethyl ester

2-(3-Chloro-phenylcarbamoyl)-3,3-bis-methylsulfanyl-acrylic acid ethyl ester

2-Ethoxycarbonyl-2-(3-chlorphenyl-carbamoyl)-dithioessigsaeuremethylester

Malonsaeure-<3-chlor-anilid>-hydrazid