Ethyl 3-(4-methoxyanilino)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(4-methoxyanilino)-3-oxopropanoate
• CAS No.: 5382-15-0
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID40489299
• Nikkaji Number: J2.536.829K
• Wikidata: Q82332521
• Mol file: 5382-15-0.mol

Synonyms:5382-15-0;Ethyl 3-(4-methoxyanilino)-3-oxopropanoate;ethyl 2-[(4-methoxyphenyl)carbamoyl]acetate;ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate;ethyl 3-[(4-methoxyphenyl)amino]-3-oxopropanoate;starbld0016116;SCHEMBL10631419;DTXSID40489299;OQWGDDYVTJJPEG-UHFFFAOYSA-N;AKOS003492247;F8889-7995

Chemical Property of Ethyl 3-(4-methoxyanilino)-3-oxopropanoate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 259

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=C(C=C1)OC

Technology Process of Ethyl 3-(4-methoxyanilino)-3-oxopropanoate

There total 8 articles about Ethyl 3-(4-methoxyanilino)-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: 100.0%

diethyl 2-nitro-3-oxopentanedioate (1010117-23-3) + 4-methoxy-aniline (104-94-9) → nitroacetic acid ethyl ester (626-35-7) + ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate (5382-15-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1246/bcsj.80.2413

Reference yield: 95.0%

4-methoxy-aniline (104-94-9) + ethyl chlorocarbonylacetate (36239-09-5) → ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate (5382-15-0)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1055/s-0036-1588798

Reference yield: 82.0%

diazoacetic acid ethyl ester (623-73-4) + carbon monoxide (201230-82-2) + 4-methoxy-aniline (104-94-9) → ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate (5382-15-0)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 60 ℃; for 6h; under 760.051 Torr;

DOI:10.1021/ja107351d

upstream raw materials:

4-methoxy-aniline

diethyl malonate

diethyl 1,3-acetonedicarboxylate

diethyl 2-nitro-3-oxopentanedioate

Downstream raw materials:

2-(3-chloro-anilinomethylene)-N-(4-methoxy-phenyl)-malonamic acid ethyl ester

3-((4-methoxyphenyl)amino)-3-oxopropanoic acid

2-Hydrazinocarbonyl-N-(4-methoxy-phenyl)-acetamide

N¹-(4-methoxyphenyl)-N³-(2-oxoindolin-6-yl)malonamide