Methyl 3-(3-aminophenyl)benzoate

Base Information

• Chemical Name: Methyl 3-(3-aminophenyl)benzoate
• CAS No.: 168619-25-8
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2922499990
• European Community (EC) Number: 605-522-8
• DSSTox Substance ID: DTXSID90362740
• Nikkaji Number: J2.432.020K
• Wikidata: Q72438275
• Mol file: 168619-25-8.mol

Synonyms:168619-25-8;methyl 3-(3-aminophenyl)benzoate;Methyl 3'-amino-[1,1'-biphenyl]-3-carboxylate;3'-amino-biphenyl-3-carboxylic acid methyl ester;3'-Aminobiphenyl-3-carboxylic acid methyl ester;3'-Amino-biphenyl-3-carboxylic acid methyl ester, HCl;3/'-AMINO-BIPHENYL-3-CARBOXYLIC ACID METHYL ESTER;methyl 3'-aminobiphenyl-3-carboxylate;methyl 3'-amino[1,1'-biphenyl]-3-carboxylate;Methyl3'-amino-[1,1'-biphenyl]-3-carboxylate;SCHEMBL2875365;DTXSID90362740;[1,1'-Biphenyl]-3-carboxylic acid, 3'-amino-, methyl ester;AKOS004117632;FS-6239;SB76988;AM807566;BB 0222472;FT-0730230;EN300-6477422;A849107;J-010471;3'-amino-[1,1'-biphenyl]-3-carboxylic methyl ester;3'-AMINO-BIPHENYL-3-CARBOXYLICACIDMETHYLESTER;3'-Amino-1,1'-biphenyl-3-carboxylic acid methyl ester;Z1741967754;3'-Amino-[1,1'-biphenyl]-3-carboxylic acid methyl ester

Chemical Property of Methyl 3-(3-aminophenyl)benzoate

Chemical Property:

• Boiling Point: 423.3 °C at 760 mmHg
• Flash Point: 250.6 °C
• PSA: 52.32000
• Density: 1.166g/cm³
• LogP: 3.30360
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl3''-Amino-1,1''-biphenyl-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC(=C1)C2=CC(=CC=C2)N
• Uses: Methyl 3''-Amino-1,1''-biphenyl-3-carboxylate is a useful reagent for organic synthesis and other chemical processes.

Technology Process of Methyl 3-(3-aminophenyl)benzoate

There total 6 articles about Methyl 3-(3-aminophenyl)benzoate 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: 90.0%

3'-nitro-[1,1'-biphenyl]-3-carboxylic acid methyl ester (149506-24-1) → 3'-amino-[1,1'-biphenyl]-3-carboxylic acid methyl ester (168619-25-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2017.10.066

Reference yield:

methyl 3-bromobenzoate (618-89-3) → 3'-amino-[1,1'-biphenyl]-3-carboxylic acid methyl ester (168619-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Pd(Ph₃P)4; Na₂CO₃ / dioxane / 85 °C

2: 89 percent / H₂ / Pd/C / tetrahydrofuran

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1: Suzuki cross-coupling;

DOI:10.1021/jm0509445

Reference yield:

m-nitrobenzene boronic acid (13331-27-6) → 3'-amino-[1,1'-biphenyl]-3-carboxylic acid methyl ester (168619-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Pd(Ph₃P)4; Na₂CO₃ / dioxane / 85 °C

2: 89 percent / H₂ / Pd/C / tetrahydrofuran

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1: Suzuki cross-coupling;

DOI:10.1021/jm0509445

upstream raw materials:

3'-nitro-[1,1'-biphenyl]-3-carboxylic acid methyl ester

methyl 3-bromobenzoate

m-nitrobenzene boronic acid

m-nitrobromobenzene

Refernces

• 1、 -. "SOLABEGRON ZWITTERION AND USES THEREOF". Paragraph 0075;0089. . Retrieved 2017/05/19.
• 2、 Hertzberg, Robin,Monreal Santiago, Guillermo,Moberg, Christina. "Synthesis of the β3-adrenergic receptor agonist Solabegron and Analogous N-(2-Ethylamino)-β-amino alcohols from O-acylated cyanohydrins - expanding the scope of minor enantiomer recycling". . p. 2937 - 2941. Retrieved 2015/03/18.