Ethyl ethoxymethylenecyanoacetate

Base Information

• Chemical Name: Ethyl ethoxymethylenecyanoacetate
• CAS No.: 94-05-3
• Molecular Formula: C8H11N O3
• Molecular Weight: 169.18
• Hs Code.: 29269090
• Mol file: 94-05-3.mol

Synonyms:Ethyl ethoxymethylenecyanoacetate;Ethyl 2-(Ethoxymethylene)-2-cyanoacetate;Ethyl cyano(ethoxymethylene)acetate;(E)-ethyl2-cyano-3-ethoxyacrylate;ethylethoxymethylenecyanoacetate;SCHEMBL167037;ethyl-2-cyano-3-ethoxyacrylate;ethyl 2-cyano-3-ethyoxyacrylate;ethyl ethoxy-methylenecyanoacetate;Ethyl 2-cyano-3-ethoxy-acrylate;ethyl 3-ethoxy-2-cyanopropenoate;ethyl ethoxy-methylene-cyanoacetate;ethyl(ethoxymethylene)-cyanoacetate;Acrylic acid, 2-cyano-3-ethoxy-, ethyl ester (6CI,7CI,8CI);2-(Ethoxymethylene)-2-cyanoacetic acid ethyl ester;2-Cyano-3-ethoxy-2-propenoic acid ethyl ester;ethyl (ethoxymethylene)-cyanoacetate;ethyl(ethoxy-methylene)-cyanoacetate;ethyl(ethoxymethylene)-cyano-acetate;ethyl 2-ethoxymethylene-2-cyanoacetate;AB09092;ethyl 2-(ethoxymethylene)-2-cyanacetate;ethoxymethylenecyanoacetic acid ethyl ester;Ethyl-2-cyano-3-(ethyloxy)-2-propenoate;Ethoxymethylene cyanoacetic acid ethyl ester;ethoxymethylene-cyanoacetic acid ethyl ester;1-cyano-1-(ethoxycarbonyl)-2-ethoxyethylene;FT-0626182;FT-0688518;2-CYANO-3-ETHOXY-ACRYLIC ACID ETHYL ESTER;ethoxymethylene-alpha -cyanoacetic acid ethyl ester;ethoxymethylene- alpha -cyanoacetic acid ethyl ester;alpha-ethoxymethylene- alpha-cyanoacetic acid ethyl ester;alpha-ethoxymethylene-alpha -cyanoacetic acid ethyl ester;alpha-ethoxymethylene-alpha-cyanoacetic acid ethyl ester;alpha-ethoxymethylene- alpha -cyanoacetic acid ethyl ester

Chemical Property of Ethyl ethoxymethylenecyanoacetate

Chemical Property:

• Appearance/Colour: white to light yellow crystalline solid
• Vapor Pressure: 0.00084mmHg at 25°C
• Melting Point: 49-51 °C(lit.)
• Refractive Index: 1.452
• Boiling Point: 190-191°C30mm Hg(lit.)
• Flash Point: >230°F
• PSA: 59.32000
• Density: 1.075g/cm3
• LogP: 0.99348
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol
• Water Solubility.: <0.01 g/L (20℃)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 169.07389321
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

EthylCyano(ethoxymethylene)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,Xn
• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-42/43-41-37/38-22
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=C(C#N)C(=O)OCC
• Uses: Ethyl Cyano(ethoxymethylene)acetate is an intermediate in the synthesis of anti-inflammatory agents with gastroprotective effect in rats.

Technology Process of Ethyl ethoxymethylenecyanoacetate

There total 6 articles about Ethyl ethoxymethylenecyanoacetate 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: 88.1%

orthoformic acid triethyl ester (122-51-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3)

Guidance literature:

orthoformic acid triethyl ester; ethyl 2-cyanoacetate; With acetic acid; at 125 ℃; for 1h; Large scale;

With acetic acid; for 20h; Temperature; Reflux; Large scale;

Reference yield: 60.0%

orthoformic acid triethyl ester (122-51-0) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-ethoxyacrylic acid ethyl ester (94-05-3,42466-69-3)

Guidance literature:

With acetic anhydride; at 140 ℃; for 5h;

Reference yield: 47.0%

acetic anhydride (108-24-7) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-ethoxyacrylic acid ethyl ester (94-05-3,42466-69-3)

Guidance literature:

With Trimethyl orthoacetate; at 140 ℃;

upstream raw materials:

orthoformic acid triethyl ester

ethyl 2-cyanoacetate

acetic anhydride

Downstream raw materials:

hydrogen cyanide

oxalic acid

ethyl 4-amino-2-thioxo-1H-pyrimidine-5-carboxylate

(E)-2-Cyano-3-(toluene-4-sulfonylamino)-acrylic acid ethyl ester

Refernces

• 1、 -. "Preparation method of ethoxymethylene ethyl cyanoacetate". Paragraph 0018-0020. . Retrieved 2020/12/30.
• 2、 Wang, Yan-Yan,Xu, Fang-Zhou,Zhu, Yun-Ying,Song, Baoan,Luo, Dexia,Yu, Gang,Chen, Shunhong,Xue, Wei,Wu, Jian. "Pyrazolo[3,4-d]pyrimidine derivatives containing a Schiff base moiety as potential antiviral agents". . p. 2979 - 2984. Retrieved 2018/07/13.