Ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate

Base Information

• Chemical Name: Ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate
• CAS No.: 2903-46-0
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• European Community (EC) Number: 847-280-8
• NSC Number: 635523
• DSSTox Substance ID: DTXSID601239884
• ChEMBL ID: CHEMBL1974172
• Mol file: 2903-46-0.mol

Synonyms:2903-46-0;ETHYL [(2,6-DIMETHYLPHENYL)CARBAMOYL]FORMATE;ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate;Ethyl 2-((2,6-dimethylphenyl)amino)-2-oxoacetate;ethyl 2-(2,6-dimethylanilino)-2-oxoacetate;NSC635523;Ethyl 2-[(2,6-dimethylphenyl)amino]-2-oxoacetate;CHEMBL1974172;SCHEMBL13779378;DTXSID601239884;CAA90346;MFCD00735403;STK028279;Ethyl N-(2,6-Dimethylphenyl)oxamate;AKOS000344228;NSC-635523;Ethyl (2,6-dimethylanilino)(oxo)acetate;AS-67816;NCI60_011835;CS-0151903;10.14272/XKILREZHHLCALS-UHFFFAOYSA-N;EN300-235964;ethyl [(2,6-dimethylphenyl)amino](oxo)acetate;W13082;doi:10.14272/XKILREZHHLCALS-UHFFFAOYSA-N;Ethyl2-((2,6-dimethylphenyl)amino)-2-oxoacetate;SR-01000509597;SR-01000509597-1

Chemical Property of Ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform; Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

95% ^*data from raw suppliers

ETHYL [(2,6-DIMETHYLPHENYL)AMINO](OXO)ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=O)NC1=C(C=CC=C1C)C
• Uses: Ethyl N-(2,6-Dimethylphenyl)oxamate is an intermediate for the synthesis of Metazachlor Oxalic Acid (M226230), which is one of many chloroacetanilide herbicide metabolites that has been detected in surface water and groundwater from urban surfaces runoff.

Technology Process of Ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate

There total 2 articles about Ethyl 2-(2,6-dimethylanilino)-2-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: 97.0%

Ethyl oxalyl chloride (4755-77-5) + 2,6-dimethylaniline (87-62-7) → ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate (2903-46-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c0cc01635g

Reference yield: 93.0%

N-phenyl-2,6-dimethylaniline (4058-04-2) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate (2903-46-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.poly.2020.114561

Reference yield: 95.0%

ethyl 2-(2,6-dimethylanilino)-2-oxo-acetate (2903-46-0) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 1-(2,6-dimethylphenyl)-4-ethoxy-5-oxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylate

Guidance literature:

With triphenylphosphine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1080/10426500211717

upstream raw materials:

Ethyl oxalyl chloride

2,6-dimethylaniline

N-phenyl-2,6-dimethylaniline

Downstream raw materials:

ethyl 2-chloro-2-(2,6-dimethylphenylimino)acetate

ethyl 2-acetylhydrazono-2-(2,6-dimethylphenylamino)acetate

CVT-2537

N-(2,6-dimethylphenyl)-N'-((1S,2R)-2-hydroxy-1-indanyl)ethylenediamine

Refernces

• 1、 Pardo, Emilio,Ruiz-Garcia, Rafael,Lloret, Francesc,Faus, Juan,Julve, Miguel,Journaux, Yves,Novak, Miguel A.,Delgado, Fernando S.,Ruiz-Perez, Catalina. "Ligand design for heterobimetallic single-chain magnets: Synthesis, crystal structures, and magnetic properties of MIICuII (M = Mn, Co) chains with sterically hindered methyl-substituted phenyloxamate bridging ligands". . p. 2054 - 2066. Retrieved 2007.
• 2、 Abrahams, Abubak'r,Davids, Hajierah,Hosten, Eric C.,Madanhire, Tatenda,Pereira, Melanie C.. "Lanthanide complexes with N-(2,6-dimethylphenyl)oxamate: Synthesis, characterisation and cytotoxicity". . . Retrieved 2020.
• 3、 Zhang, Zhen-Qi,Zhang, Ben,Lu, Xi,Liu, Jing-Hui,Lu, Xiao-Yu,Xiao, Bin,Fu, Yao. "Copper-Catalyzed SN2′-Selective Allylic Substitution Reaction of gem-Diborylalkanes". supporting information. p. 952 - 955. Retrieved 2016/03/15.