2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)-
• CAS No.: 58106-56-2
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• DSSTox Substance ID: DTXSID60372750
• Mol file: 58106-56-2.mol

Synonyms:ethyl o-aminocinnamate;Ethyl 2-aminocinnamate;DTXSID60372750;ZKIDAZQBINIQSP-UHFFFAOYSA-N;2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)-

Chemical Property of 2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)-

Chemical Property:

• PSA: 52.32000
• LogP: 2.42630
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=CC=C1N

Technology Process of 2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)-

There total 21 articles about 2-Propenoic acid, 3-(2-aminophenyl)-, ethyl ester, (2E)- 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: 94.0%

ethyl 3-(2-nitrophenyl)acrylate (2437-05-0,24393-59-7,94527-24-9) → ethyl (E)-3-(2-aminophenyl)acrylate (58106-56-2,79655-96-2)

Guidance literature:

With iron; acetic acid; In ethanol; for 2h; Reflux;

DOI:10.1021/acs.orglett.1c03554

Reference yield: 90.0%

ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-(2-aminophenyl)acrylate (58106-56-2,79655-96-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.058

Reference yield: 90.0%

ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-(2-aminophenyl)acrylate (58106-56-2,79655-96-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine;

DOI:10.1039/c4gc02154a

upstream raw materials:

ethyl 3-(2-nitrophenyl)acrylate

o-aminobenzaldehyde

ethyl (triphenylphosphoranylidene)acetate

ethanol

Downstream raw materials:

3-Nitro-chinolin-2-ol

2-quinolone

2-amino-cinnamic acid

N-(2-quinolyl)-2-quinolone