3-(2-Aminophenyl)propenoic acid methyl ester

Base Information

• Chemical Name: 3-(2-Aminophenyl)propenoic acid methyl ester
• CAS No.: 1664-62-6
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• Hs Code.: 2922499990
• Mol file: 1664-62-6.mol

Synonyms:Methyl 3-(2-aminophenyl)acrylate;3-(2-Aminophenyl)-2-propenoic acid methyl ester;

Chemical Property of 3-(2-Aminophenyl)propenoic acid methyl ester

Chemical Property:

• Melting Point: 67℃
• Boiling Point: 317.8±25.0 °C(Predicted)
• PKA: 1.35±0.10(Predicted)
• PSA: 52.32000
• Density: 1.160±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.03620
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99%min ^*data from raw suppliers

Methyl3-(2-aminophenyl)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-Aminophenyl)propenoic acid methyl ester

There total 11 articles about 3-(2-Aminophenyl)propenoic acid methyl ester 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: 98.0%

methyl 2-nitrocinnamate (39228-29-0,105376-46-3,612-43-1) → methyl β-(o-aminophenyl)acrylate (88939-75-7,1664-62-6)

Guidance literature:

methyl 2-nitrocinnamate; With tin(II) chloride dihdyrate; In ethyl acetate; for 1h; Reflux;

With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃;

DOI:10.5012/bkcs.2010.31.11.3353

Reference yield: 97.0%

2-iodophenylamine (615-43-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl β-(o-aminophenyl)acrylate (88939-75-7,1664-62-6)

Guidance literature:

With palladium 10% on activated carbon; triethylamine; In 1,4-dioxane; at 100 ℃; for 20h; Schlenk technique;

DOI:10.1055/s-0036-1590895

Reference yield: 93.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 2-bromoaniline (615-36-1) → methyl β-(o-aminophenyl)acrylate (88939-75-7,1664-62-6)

Guidance literature:

With potassium carbonate; In ethanol; water; at 70 ℃; for 0.666667h; Catalytic behavior;

DOI:10.1002/aoc.5916

upstream raw materials:

methyl 2-nitrocinnamate

2-nitro-benzaldehyde

2-iodophenylamine

acrylic acid methyl ester

Downstream raw materials:

3-(2-(nitroacetylamino)phenyl)propenonic acid methyl ester

C₁₀H₉N₃O₂

C₂₁H₂₃NO₄S

C₂₁H₂₁NO₃S

Refernces

• 1、 Larin, Egor M.,Torelli, Alexa,Loup, Joachim,Lautens, Mark. "One-Pot, Three-Step Synthesis of Benzoxazinones via Use of the Bpin Group as a Masked Nucleophile". supporting information. p. 2720 - 2725. Retrieved 2021/04/05.
• 2、 Betim, Hugo L. I.,Campos Delgado, Jose Antonio,Corrêa, Arlene G.,Kisukuri, Camila M.,Paix?o, Márcio W.,Santos, Marilia S.. "Photoredox Catalysis toward 2-Sulfenylindole Synthesis through a Radical Cascade Process". supporting information. p. 4266 - 4271. Retrieved 2020/06/27.