Methyl 3-aminobenzoate

Base Information

• Chemical Name: Methyl 3-aminobenzoate
• CAS No.: 4518-10-9
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 2922499990
• European Community (EC) Number: 224-842-5
• DSSTox Substance ID: DTXSID7063506
• Nikkaji Number: J38.361I
• Wikidata: Q72486677
• Mol file: 4518-10-9.mol

Synonyms:Methyl 3-aminobenzoate;4518-10-9;3-Aminobenzoic Acid Methyl Ester;Benzoic acid, 3-amino-, methyl ester;methyl3-aminobenzoate;Methyl m-aminobenzoate;3-Amino-benzoic acid methyl ester;Methyl-3-aminobenzoate;MFCD00017102;m-Aminobenzoic acid, methyl ester;methyl 3-amino benzoate;3-(Methoxycarbonyl)aniline;m-aminobenzoic acid methyl ester;3-Carbomethoxyaniline;Methyl-m-aminobenzoate;methyl 3-amino-benzoate;Methyl(3-amino)benzoate;3-Aminobenzoic acid methyl;NCIOpen2_007393;SCHEMBL134170;Methyl 3-aminophenylcarboxylate;DTXSID7063506;(3-(Methoxycarbonyl)phenyl)amine;m-amino benzoic acid methyl ester;3-amino benzoic acid methyl ester;CHEBI:194931;m-Aminobenzoic acid, mrthyl ester;EINECS 224-842-5;AM9880;STK219791;AKOS000108600;CS-W018124;SB76065;SDCCGMLS-0066265.P001;AC-25094;AS-18367;SY031535;Methyl 3-aminobenzoate, >=97.0% (GC);AI3-03339;BB 0245098;FT-0628321;EN300-17769;AE-562/40241907;W-106161;Z57032594;F9995-1223

Chemical Property of Methyl 3-aminobenzoate

Chemical Property:

• Appearance/Colour: light beige to brown cryst. powder or crystals
• Vapor Pressure: 0.00356mmHg at 25°C
• Melting Point: 50-54oC
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 281.5°Cat760mmHg
• PKA: pK1:3.64(＋1) (25°C)
• Flash Point: 140.4°C
• PSA: 52.32000
• Density: 1.166g/cm³
• LogP: 1.63660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Deuterated Chloroform
• Water Solubility.: Slightly soluble in water (0.1-1%) .
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98%Min ^*data from raw suppliers

3-AminobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC=C1)N
• Uses: Methyl 3-aminobenzoate, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Methyl 3-aminobenzoate

There total 39 articles about Methyl 3-aminobenzoate 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: 100.0%

methyl 3-nitrobenzoate (618-95-1) → Methyl 3-aminobenzoate (4518-10-9)

Guidance literature:

With potassium fluoride; polymethylhydrosiloxane; palladium diacetate; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1021/ol052120n

Reference yield: 98.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + m-Bromoaniline (591-19-5) → Methyl 3-aminobenzoate (4518-10-9)

Guidance literature:

With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); triethylamine; at 100 ℃; for 16h; under 2585.74 Torr;

DOI:10.1021/ol0498287

Reference yield: 93.0%

methyl 3-iodo-benzoate (618-91-7) → Methyl 3-aminobenzoate (4518-10-9)

Guidance literature:

With copper(l) iodide; tetra(n-butyl)phosphonium malonate; ammonia; In 1,4-dioxane; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.200903158

upstream raw materials:

methyl 3-nitrobenzoate

methanol

meta-aminobenzoic acid

diazomethane

Downstream raw materials:

3-[bis-(2-chloro-ethyl)-amino]-benzoic acid methyl ester

methyl 3-isocyanatobenzoate

3,8-dihydroxy-9-hydroxymethyl-4,6-bis-[(3-methoxycarbonyl-phenylimino)-methyl]-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid

methyl 3-cyanobenzoate

Refernces

• 1、 Kundu, Sandip Kumar,Mazumdar, Pooja Anjali,Das, Amit Kumar,Bertolasi, Valerio,Pramanik, Animesh. "Parallel β-sheet assemblage in a model dipeptide: An X-ray diffraction study". . p. 1602 - 1604. Retrieved 2002.
• 2、 Abu Khalaf, Reema,Abd El-Aziz, Hamada,Sabbah, Dima,Albadawi, Ghadeer,Abu Sheikha, Ghassan. "CETP inhibitory activity of chlorobenzyl benzamides: QPLD docking, pharmacophore mapping and synthesis". . p. 1391 - 1400. Retrieved 2017.
• 3、 Abu Khalaf, Reema,Sabbah, Dima,Al-Shalabi, Eveen,Bishtawi, Samar,Albadawi, Ghadeer,Abu Sheikha, Ghassan. "Synthesis, Biological Evaluation, and Molecular Modeling Study of Substituted Benzyl Benzamides as CETP Inhibitors". . . Retrieved 2017.
• 4、 -. "Polyfluoroalkyl-containing isoindolinone benzamide derivative, preparation method and application thereof". Paragraph 0126-0129. . Retrieved 2021/05/12.
• 5、 Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.. "A Metal-Free Direct Arene C?H Amination". supporting information. p. 2783 - 2795. Retrieved 2021/04/05.