Ethyl 2-cyano-3-(dimethylamino)prop-2-enoate

Base Information

• Chemical Name: Ethyl 2-cyano-3-(dimethylamino)prop-2-enoate
• CAS No.: 16849-87-9
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.195
• Hs Code.: 2926909090
• European Community (EC) Number: 634-112-1
• Mol file: 16849-87-9.mol

Synonyms:16849-87-9;(E)-2-Cyano-3-dimethylamino-acrylic acid ethyl ester;RZEPXNTYHXGQOO-UHFFFAOYSA-N;AKOS030239994;SB37738;ethyl dimethylaminomethylenecyano-acetate;FT-0625950;2-ethoxycarbonyl-3-dimethylamino-propenenitrile

Chemical Property of Ethyl 2-cyano-3-(dimethylamino)prop-2-enoate

Chemical Property:

• Vapor Pressure: 8.84E-05mmHg at 25°C
• Melting Point: 76-78°C
• Boiling Point: 340°Cat760mmHg
• Flash Point: 159.4°C
• PSA: 53.33000
• Density: 1.063g/cm³
• LogP: 0.51858
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.089877630
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Cyano-3-(dimethylamino)acrylate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CN(C)C)C#N

Technology Process of Ethyl 2-cyano-3-(dimethylamino)prop-2-enoate

There total 8 articles about Ethyl 2-cyano-3-(dimethylamino)prop-2-enoate 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: 90.01%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + ethyl 2-cyanoacetate (105-56-6) → 2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate (16849-87-9)

Guidance literature:

N,N-dimethyl-formamide; With dimethyl sulfate; at 80 ℃;

ethyl 2-cyanoacetate; With sodium methylate; In methanol; at 70 ℃; Temperature;

Reference yield: 77.8%

N,N-Dimethyl-N'-(trimethoxyacetyl)formamidin (75654-15-8) + ethyl 2-cyanoacetate (105-56-6) → trimethoxyacetamide (75654-11-4) + 2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate (16849-87-9)

Guidance literature:

In toluene; Heating;

Reference yield: 55.0%

Gold's reagent (20353-93-9) + ethyl 2-cyanoacetate (105-56-6) → 2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate (16849-87-9)

Guidance literature:

With sodium ethanolate; In ethanol; Heating;

upstream raw materials:

N,N-dimethyl-formamide

ethyl 2-cyanoacetate

Bis(dimethylamino)acetonitrile

Gold's reagent

Downstream raw materials:

N-hydroxyethyl-5-amino-1H-pyrazole-4-carboxylic acid

ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

ethyl (E)-2-cyano-3-(N'-methylureido)-2-propenoate

ethyl ureidomethylene cyanoacetate