Ethyl 3-(methylamino)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(methylamino)-3-oxopropanoate
• CAS No.: 71510-95-7
• Molecular Formula: C6H11NO3
• Molecular Weight: 145.158
• Hs Code.: 2924199090
• European Community (EC) Number: 873-147-9
• Nikkaji Number: J2.702.822E
• Mol file: 71510-95-7.mol

Synonyms:71510-95-7;Ethyl-N-methyl malonamide;Ethyl 3-(methylamino)-3-oxopropanoate;2-carboethoxy-n-methyl-acetamide;Propanoic acid, 3-(methylamino)-3-oxo-, ethyl ester;3-(Methylamino)-3-oxo-propanoic acid ethyl ester;E,Z-5,7-Dodecadien-1-ol;SCHEMBL4588700;ETHYL N-METHYLAMIDOMALONATE;VWTRXRCWWIJCCQ-UHFFFAOYSA-N;WCA51095;MFCD08458724;AKOS006240485;AM85887;AC-15576;CS-0151538;FT-0641354;F20489;3-Oxo-3-(methylamino)propanoic acid ethyl ester;71510-51-5

Chemical Property of Ethyl 3-(methylamino)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.00263mmHg at 25°C
• Melting Point: 34-35 °C(Solv: cyclohexane (110-82-7))
• Refractive Index: 1.428
• Boiling Point: 286.5 °C at 760 mmHg
• PKA: 13.94±0.46(Predicted)
• Flash Point: 127.1 °C
• PSA: 55.40000
• Density: 1.059 g/cm³
• LogP: 0.07650
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Very Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl-n-methylmalonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)NC

Technology Process of Ethyl 3-(methylamino)-3-oxopropanoate

There total 7 articles about Ethyl 3-(methylamino)-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: 18.6%

methylamine hydrochloride (593-51-1) + ethyl chlorocarbonylacetate (36239-09-5) → 2-carboethoxy-N-methyl-acetamide (71510-95-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 18.6%

methylamine hydrochloride salt + ethyl chlorocarbonylacetate (36239-09-5) → 2-carboethoxy-N-methyl-acetamide (71510-95-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

methylamine hydrochloride (593-51-1) + diethyl malonate (105-53-3) → 2-carboethoxy-N-methyl-acetamide (71510-95-7)

Guidance literature:

With triethylamine; In toluene; Molecular sieve; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.9b01589

upstream raw materials:

ethyl chlorocarbonylacetate

methylamine

diethyl malonate

Lawessons reagent

Downstream raw materials:

trans 3-ethoxycarbonyl-4-(4'-fluorophenyl)-N-methyl-piperidine-2,6-dione

C₁₅H₁₉NO₄

Refernces

• 1、 -. "Substituted heteroaryl compounds and compositions and uses thereof (by machine translation)". Paragraph 1921; 1923; 1924; 1925; 1926. . Retrieved 2019/06/07.
• 2、 Przychodzen, Witold. "Lawesson's reagent for direct thionation of hydroxamic acids: Substituent effects on LR reactivity". . p. 676 - 684. Retrieved 2007/10/03.