Ethyl [(4-chlorophenyl)amino](oxo)acetate

Base Information

• Chemical Name: Ethyl [(4-chlorophenyl)amino](oxo)acetate
• CAS No.: 5397-14-8
• Molecular Formula: C10H10 Cl N O3
• Molecular Weight: 227.647
• Hs Code.: 2924299090
• European Community (EC) Number: 226-419-0
• NSC Number: 4446
• DSSTox Substance ID: DTXSID20202261
• Nikkaji Number: J217.950D
• Wikidata: Q83075532
• Mol file: 5397-14-8.mol

Synonyms:5397-14-8;ethyl [(4-chlorophenyl)amino](oxo)acetate;Ethyl 4'-chlorooxanilate;ethyl 2-(4-chlorophenylamino)-2-oxoacetate;ethyl 2-(4-chloroanilino)-2-oxoacetate;Ethyl N-(4-chlorophenyl)-2-oxoglycinate;Ethyl 2-((4-chlorophenyl)amino)-2-oxoacetate;C10H10ClNO3;EINECS 226-419-0;AI3-02052;Acetic acid, [(4-chlorophenyl)amino]oxo-, ethyl ester;ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate;Acetic acid, ((4-chlorophenyl)amino)oxo-, ethyl ester;ethyl [(4-chlorophenyl)carbamoyl]formate;N-(4-Chloro-Phenyl)-Oxalamic Acid Ethyl Ester;SCHEMBL1503906;JFAOXNRPSKOLNC-UHFFFAOYSA-;DTXSID20202261;NSC4446;CS-M1142;NSC 4446;NSC-4446;Ethyl (4-chloroanilino)(oxo)acetate;MFCD00000611;STL163629;AKOS000343832;Ethyl (4-chloroanilino)(oxo)acetate #;SB80110;Oxanilic acid, 4'-chloro-, ethyl ester;BP-12442;BS-10010;ethyl 2-(4-chloroanilino)-2-oxo-acetate;Ethyl2-((4-chlorophenyl)amino)-2-oxoacetate;EN300-235635;2-(4-chloroanilino)-2-oxoacetic acid ethyl ester

Chemical Property of Ethyl [(4-chlorophenyl)amino](oxo)acetate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 55.40000
• Density: 1.331g/cm³
• LogP: 1.91460
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 227.0349209
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Ethyl[(4-Chlorophenyl)amino](oxo)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl [(4-chlorophenyl)amino](oxo)acetate

There total 9 articles about Ethyl [(4-chlorophenyl)amino](oxo)acetate 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: 100.0%

4-chloro-aniline (106-47-8) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (5397-14-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1016/j.bmc.2011.09.045

Reference yield: 86.0%

4-chloro-aniline (106-47-8) + oxalic acid diethyl ester (95-92-1) → ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (5397-14-8)

Guidance literature:

In toluene; for 2h; Heating;

DOI:10.1021/jf025870+ DOI:10.1021/jf052435h

Reference yield: 80.0%

N-(p-Chlorphenyl)-aminofumarsaeureethylester (324758-00-1) → ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (5397-14-8)

Guidance literature:

With tert.-butylhydroperoxide; In water; chlorobenzene; at 80 ℃; for 2h;

DOI:10.1055/s-0036-1588990

upstream raw materials:

4-chloro-aniline

oxalic acid diethyl ester

α-anti(phenyl)-Fluorimino-(4-chlor-phenyl)-essigsaeureethylester

Ethyl oxalyl chloride

Downstream raw materials:

NN'-(4,4'-dichlorodiphenyl)oxamide

4,4'-dimethoxy-benzilic acid-(4-chloro-anilide)

(4-chloro-phenyl)-oxalamide

1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-3-carboxylic acid 4-chloro-anilide

Refernces

• 1、 Arepally, Sagar,Katta, Narenderreddy,Murugan, Arumugavel,Ojha, Mamata,Sharada, Duddu S.. "Visible light-mediated photocatalytic oxidative cleavage of activated alkynes: Via hydroamination: A direct approach to oxamates". . p. 12599 - 12603. Retrieved 2020/04/24.
• 2、 Adib, Mehdi,Pashazadeh, Rahim,Gohari, Seyed Jamal Adin,Shahsavari, Fatemeh. "Metal-Free Oxidative C=C Bond Cleavage of Electron-Deficient Enamines Promoted by tert -Butyl Hydroperoxide". supporting information. p. 1481 - 1485. Retrieved 2017/08/15.