Methyl 3-amino-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-amino-3-oxopropanoate
• CAS No.: 51513-29-2
• Molecular Formula: C4H7NO3
• Molecular Weight: 117.104
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID20393986
• Nikkaji Number: J1.833.359G
• Wikidata: Q72492478
• Mol file: 51513-29-2.mol

Synonyms:methyl 3-amino-3-oxopropanoate;51513-29-2;Methyl Malonamate;Methyl malonate monoamide;Methyl carbamoylacetate;Methyl 2-carbamoylacetate;Propanoic acid, 3-amino-3-oxo-, methyl ester;MFCD00674533;methyl-malonate monoamide;monomethyl ester monoamide;Malonamic acid methyl ester;Malonamidic acid methyl ester;methyl3-amino-3-oxopropanoate;SCHEMBL751897;Methyl 3-Amino-3-oxopropionate;SCHEMBL12558052;DTXSID20393986;LSNSJCKGQREPDW-UHFFFAOYSA-N;AKOS015901720;CS-W022821;DS-5599;Malonic acid;SY031703;FT-0709788;EN300-52170;Methyl malonate monoamide, >=97.0% (HPLC);Not available;Methyl 3-amino-3-oxopropanoate;A855857

Chemical Property of Methyl 3-amino-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: 39-44 °C
• Refractive Index: 1.437
• Boiling Point: 263.7 °C at 760 mmHg
• PKA: 13.51±0.46(Predicted)
• Flash Point: 161.2 °C
• PSA: 69.39000
• Density: 1.184 g/cm³
• LogP: -0.26490
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 117.042593085
• Heavy Atom Count: 8
• Complexity: 110

Purity/Quality:

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

Methyl3-Amino-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)N

Technology Process of Methyl 3-amino-3-oxopropanoate

There total 19 articles about Methyl 3-amino-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: 95.0%

methanol (67-56-1) + 4-nitrobenzaldehdye (555-16-8) + 2-[1,3]dithian-2-ylidene-3-oxo-butanamide → 4-nitrophenyl-1,3-dithiane (24588-74-7) + methyl malonamate (51513-29-2) + Malonamic acid (2345-56-4)

Guidance literature:

With acetyl chloride; for 1.83333h; Heating;

DOI:10.1081/SCC-200043220

Reference yield: 94.0%

methanol (67-56-1) + para-chloroacetophenone (99-91-2) + 2-[1,3]dithian-2-ylidene-3-oxo-butanamide → 2-(4-chlorophenyl)-2-methyl-1,3-dithiane (10359-10-1) + methyl malonamate (51513-29-2) + Malonamic acid (2345-56-4)

Guidance literature:

With acetyl chloride; for 4.66667h; Heating;

DOI:10.1081/SCC-200043220

Reference yield: 93.0%

methanol (67-56-1) + (4-nitrophenyl)ethanone (100-19-6) + 2-[1,3]dithian-2-ylidene-3-oxo-butanamide → methyl malonamate (51513-29-2) + 2-methyl-2-(4-nitrophenyl)-1,3-dithiane (67395-06-6) + Malonamic acid (2345-56-4)

Guidance literature:

With acetyl chloride; for 3h; Heating;

DOI:10.1081/SCC-200043220

upstream raw materials:

methyl 2-cyanoacetate

ethanol

methyl 4,4,4-trichloroacetoacetate

formamide

Downstream raw materials:

methyl 2-cyanoacetate

Malonsaeure-p-toluidid-methylester

C₁₂H₁₀ClNO₃

methyl 2-carbamoyl-3-phenylacrylate

Refernces

• 1、 Knapp, Spring Melody M.,Sherbow, Tobias J.,Yelle, Robert B.,Juliette, J. Jerrick,Tyler, David R.. "Catalytic nitrile hydration with [Ru(η6- p -cymene)Cl 2(PR2R′)] complexes: Secondary coordination sphere effects with phosphine oxide and phosphinite ligands". supporting information. p. 3744 - 3752. Retrieved 2013/07/26.
• 2、 Zradni, Fatima-Zohra,Hamelin, Jack,Derdour, Aicha. "Synthesis of amides from esters and amines under microwave irradiation". . p. 3525 - 3531. Retrieved 2007/10/03.