Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)acrylate

Base Information

• Chemical Name: Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)acrylate
• CAS No.: 909513-02-6
• Molecular Formula: C₁₄H₁₆N₂O₃
• Molecular Weight: 260.293
• DSSTox Substance ID: DTXSID30473228
• Wikidata: Q82302501
• Mol file: 909513-02-6.mol

Synonyms:909513-02-6;Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)acrylate;2-Cyano-3-[(3-ethoxyphenyl)amino]-2-propenoic Acid Ethyl Ester;ethyl (E)-2-cyano-3-(3-ethoxyanilino)prop-2-enoate;DTXSID30473228;CS-B0034;AKOS037650018;CS-14093;Ethyl2-Cyano-3-((3-ethoxyphenyl)amino)acrylate

Chemical Property of Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)acrylate

Chemical Property:

• PSA: 71.35000
• LogP: 2.54078
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 260.11609238
• Heavy Atom Count: 19
• Complexity: 370

Purity/Quality:

≥95% ^*data from raw suppliers

2-Cyano-3-[(3-ethoxyphenyl)amino]-2-propenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=CC(=C1)NC=C(C#N)C(=O)OCC
• Isomeric SMILES: CCOC1=CC=CC(=C1)N/C=C(\C#N)/C(=O)OCC
• Uses: 2-Cyano-3-[(3-ethoxyphenyl)amino]-2-propenoic Acid Ethyl Ester (cas# 909513-02-6) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)acrylate

There total 1 articles about Ethyl 2-Cyano-3-((3-ethoxyphenyl)amino)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:

2-cyano-3-ethoxyacrylic acid ethyl ester (94-05-3,42466-69-3) + m-phenetidine (621-33-0) → (E)-2-Cyano-3-(3-ethoxy-phenylamino)-acrylic acid ethyl ester (909513-02-6)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1021/jm020241c

Reference yield:

(E)-2-Cyano-3-(3-ethoxy-phenylamino)-acrylic acid ethyl ester (909513-02-6) → 7-ethoxy-4-hydroxyquinoline-3-carbonitrile (214476-07-0)

Guidance literature:

With diphenyl ether-biphenyl eutectic; at 256 ℃; for 1.25h;

DOI:10.1021/jm020241c

Reference yield:

(E)-2-Cyano-3-(3-ethoxy-phenylamino)-acrylic acid ethyl ester (909513-02-6) → 7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile (214476-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Dowtherm / 1.25 h / 256 °C

2: 62 percent / TFA anhydride; NH₄NO₂

With diphenyl ether-biphenyl eutectic; ammonium nitrite; trifluoroacetic anhydride;

DOI:10.1021/jm020241c

upstream raw materials:

2-cyano-3-ethoxyacrylic acid ethyl ester

m-phenetidine

Downstream raw materials:

7-ethoxy-4-hydroxyquinoline-3-carbonitrile

7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile