Ethyl 2-aminophenylacetate

Base Information

• Chemical Name: Ethyl 2-aminophenylacetate
• CAS No.: 64460-85-1
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• European Community (EC) Number: 873-904-3
• DSSTox Substance ID: DTXSID90420879
• Wikidata: Q72472248
• Mol file: 64460-85-1.mol

Synonyms:Ethyl 2-aminophenylacetate;64460-85-1;Ethyl 2-(2-aminophenyl)acetate;o-aminophenylacetic acid ethyl ester;2-AMINO-BENZENEACETIC ACID ETHYL ESTER;(2-AMINO-PHENYL)-ACETIC ACID ETHYL ESTER;Ethyl (2-aminophenyl)acetate;SCHEMBL3142760;DTXSID90420879;ethyl 2-(2'-aminophenyl)acetate;ethyl 2-(2-aminophenyl)ethanoate;UELJXCRPLCATAK-UHFFFAOYSA-N;MFCD00662352;AKOS000297699;AB06648;AB11211;2-(2-aminophenyl)acetic acid ethyl ester;BB 0257525;FT-0640948;EN300-146022;A834757

Chemical Property of Ethyl 2-aminophenylacetate

Chemical Property:

• Vapor Pressure: 0.0018mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 292.8°C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 149.7°C
• PSA: 52.32000
• Density: 1.112
• LogP: 1.95560
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-(2-Aminophenyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-aminophenylacetate

There total 5 articles about Ethyl 2-aminophenylacetate 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: 86.0%

ethyl 2-nitrophenylacetate (31912-02-4) → o-aminophenylacetic acid ethyl ester (64460-85-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃;

DOI:10.1021/acs.jmedchem.5b01607

Reference yield: 40.0%

2-oxoindole (59-48-3) + ethanol (64-17-5) → o-aminophenylacetic acid ethyl ester (64460-85-1)

Guidance literature:

With sulfuric acid; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.07.017

Reference yield:

2-(2-nitrophenyl)acetic acid (3740-52-1) → o-aminophenylacetic acid ethyl ester (64460-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 8 °C / Reflux

2: palladium 10% on activated carbon; hydrogen / ethanol

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In ethanol; water;

upstream raw materials:

ethyl 2-nitrophenylacetate

2-(2-nitrophenyl)acetic acid

2-oxoindole

ethanol

Downstream raw materials:

Ethyl 2-azido-phenylacetate

4-Ethoxy-2H,5H-1-benzazepin-2-one

C₂₁H₂₂Cl₂N₂O₅S

ethyl [2-(1H-tetraazol-1-yl)phenyl]acetate

Refernces

• 1、 Borthwick, Jennifer A.,Ancellin, Nicolas,Bertrand, Sophie M.,Bingham, Ryan P.,Carter, Paul S.,Chung, Chun-Wa,Churcher, Ian,Dodic, Nerina,Fournier, Charlène,Francis, Peter L.,Hobbs, Andrew,Jamieson, Craig,Pickett, Stephen D.,Smith, Sarah E.,Somers, Donald O'N.,Spitzfaden, Claus,Suckling, Colin J.,Young, Robert J.. "Structurally Diverse Mitochondrial Branched Chain Aminotransferase (BCATm) Leads with Varying Binding Modes Identified by Fragment Screening". . p. 2452 - 2467. Retrieved 2016/04/10.
• 2、 -. "METHOD FOR TREATING VIRUS INFECTION USING DERIVATIVE OF ANILINE". Paragraph 0070. . Retrieved 2015/07/15.