Ethyl 2-acetyl-3-(dimethylamino)acrylate

Base Information

• Chemical Name: Ethyl 2-acetyl-3-(dimethylamino)acrylate
• CAS No.: 51145-57-4
• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.223
• Hs Code.: 2922509090
• European Community (EC) Number: 640-590-2
• Nikkaji Number: J25.562I
• Wikidata: Q76148982
• Mol file: 51145-57-4.mol

Synonyms:ethyl 2-acetyl-3-(dimethylamino)acrylate;51145-57-4;203186-58-7;(E)-ethyl 2-((dimethylamino)methylene)-3-oxobutanoate;Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate;Ethyl N,N-dimethylaminomethylene acetoacetate;ethyl 2-dimethylaminomethylene-3-oxobutanoate;Ethyl 2-[(dimethylamino)methylidene]-3-oxobutanoate;ethyl (2E)-2-(dimethylaminomethylidene)-3-oxobutanoate;Butanoic acid, 2-[(dimethylamino)methylene]-3-oxo-, ethyl ester, (2E)-;MFCD00087563;2-Acetyl-3-(dimethylamino)acrylic acid ethyl ester;ethyl (2E)-2-[(dimethylamino)methylidene]-3-oxobutanoate;LQSOVGAUOHMPLK-SOFGYWHQSA-N;AKOS005070346;AKOS025310760;CS-W005704;AC-23241;A7561;AM20100255;CS-0449689;4F-012;EN300-126850;2-acetyl-3-dimethylamino-acrylic acid ethyl ester;A920777;ethyl 2-(dimethylaminomethylidene)-3-oxobutanoate;J-502001;(E)-ethyl2-((dimethylamino)methylene)-3-oxobutanoate;ETHYL (2E)-2-ACETYL-3-(DIMETHYLAMINO)ACRYLATE;Ethyl (E)-2-((dimethylamino)methylene)-3-oxobutanoate;2-[1-dimethylamino-methylidene]-3-oxo-butyric acid ethyl ester;Butanoic acid, 2-(dimethylamino)ethylene]-3-xo-, ethyl ester

Chemical Property of Ethyl 2-acetyl-3-(dimethylamino)acrylate

Chemical Property:

• Appearance/Colour: yellow oil
• Vapor Pressure: 0.0273mmHg at 25°C
• Melting Point: 41-44 °C(Solv: isopropyl ether (108-20-3))
• Refractive Index: 1.463
• Boiling Point: 246.3 °C at 760 mmHg
• PKA: 3.52±0.70(Predicted)
• Flash Point: 102.8 °C
• PSA: 46.61000
• Density: 1.038 g/cm³
• LogP: 0.58400
• Storage Temp.: Refrigerator
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

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

Ethyl2-Dimethylaminomethylene-3-oxobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CN(C)C)C(=O)C
• Isomeric SMILES: CCOC(=O)/C(=C/N(C)C)/C(=O)C
• Uses: Ethyl 2-Dimethylaminomethylene-3-oxobutanoate (cas# 51145-57-4) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-acetyl-3-(dimethylamino)acrylate

There total 13 articles about Ethyl 2-acetyl-3-(dimethylamino)acrylate 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%

ethyl acetoacetate (141-97-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4)

Guidance literature:

at 20 ℃;

Reference yield: 100.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + ethyl acetoacetate (141-97-9) → ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4)

Guidance literature:

In ethanol; N,N-dimethyl-formamide; at 60 ℃; for 2h;

Reference yield: 99.0%

ethyl acetoacetate (141-97-9) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4)

Guidance literature:

at 20 ℃; for 2h;

DOI:10.1021/jm500588w

upstream raw materials:

ethyl acetoacetate

N,N-dimethylformamide diethyl diacetal

Di-tert-butylphosphine

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

3-methylisoxazole-4-carboxylic acid ethyl ester

5-methylisoxazole-4-carboxylic acid ethyl ester

5-Cyano-2-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

Ethyl 7-methyl-2-phenylpyrazolo<1,5-a>pyrimidine-6-carboxylate

Refernces

• 1、 -. "INDAZOLES AND AZAINDAZOLES AS LRRK2 INHIBITORS". Page/Page column 347. . Retrieved 2021/01/29.
• 2、 Nayak, Soukhyarani Gopal,Poojary, Boja. "Design, Synthesis, In Silico Docking Studies, and Antibacterial Activity of Some Thiadiazines and 1,2,4-Triazole-3-Thiones Bearing Pyrazole Moiety". . p. 97 - 106. Retrieved 2020/04/15.