Ethyl 3-aminobenzoate

Base Information

• Chemical Name: Ethyl 3-aminobenzoate
• CAS No.: 582-33-2
• Deprecated CAS: 1865741-15-6
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 29224999
• European Community (EC) Number: 209-482-9
• NSC Number: 39593
• UNII: 02591PHL19
• DSSTox Substance ID: DTXSID1044011
• Nikkaji Number: J47.824E
• Wikidata: Q27155419
• NCI Thesaurus Code: C84658
• RXCUI: 1370418
• Metabolomics Workbench ID: 152711
• ChEMBL ID: CHEMBL1702228
• Mol file: 582-33-2.mol

Synonyms:ethyl m-aminobenzoate methanesulfonate;Metacaine;MS-222;MS222 compound;tricaine;tricaine hydrochloride;tricaine methane sulfonate (CH3SO4)

Chemical Property of Ethyl 3-aminobenzoate

Chemical Property:

• Appearance/Colour: Clear brown liquid.
• Vapor Pressure: 0.0016mmHg at 25°C
• Melting Point: 27-30°C
• Refractive Index: n20/D 1.560(lit.)
• Boiling Point: 172-175 ºC (13 mmHg)
• PKA: 3.50±0.10(Predicted)
• Flash Point: 111.4°C
• PSA: 52.32000
• Density: 1.107
• LogP: 2.02670
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% min ^*data from raw suppliers

Ethyl 3-aminobenzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: CCOC(=O)C1=CC(=CC=C1)N

Technology Process of Ethyl 3-aminobenzoate

There total 23 articles about Ethyl 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: 93.0%

3-azido benzoic acid ethyl ester (56423-50-8) → 3-aminobenzoic acid ethyl ester (582-33-2)

Guidance literature:

With ammonium formate; zinc; In methanol; at 20 ℃; for 0.1h;

Reference yield: 91.0%

ethyl 3-nitrobenzoate (618-98-4) → 3-aminobenzoic acid ethyl ester (582-33-2)

Guidance literature:

With Triethoxysilane; C₂₂H₂₇ClFeNO₃; In acetonitrile; at 80 ℃; for 5h; chemoselective reaction;

DOI:10.1039/c5sc04471e

Reference yield: 91.0%

3-[2-(trimethylsilanyl)ethanesulfonylamino]benzoic acid ethyl ester (1045771-48-9) → 3-aminobenzoic acid ethyl ester (582-33-2)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 130 ℃; for 36h;

DOI:10.1016/j.tetlet.2008.05.099

upstream raw materials:

ethyl 3-nitrobenzoate

ethanol

meta-aminobenzoic acid

ethyl 3-[(ethoxycarbonyl)amino]benzoate

Downstream raw materials:

3-ureido-benzoic acid ethyl ester

3-[(2-thioxo-benzooxazol-3-ylmethyl)-amino]-benzoic acid ethyl ester

3-[(5-chloro-2-thioxo-benzothiazol-3-ylmethyl)-amino]-benzoic acid ethyl ester

3-Methyl-4-(3-ethoxycarbonyl-phenylazo)-isoxazolon-(5)

Refernces

• 1、 Pachisia, Sanya,Kishan, Ram,Yadav, Samanta,Gupta, Rajeev. "Half-Sandwich Ruthenium Complexes of Amide-Phosphine Based Ligands: H-Bonding Cavity Assisted Binding and Reduction of Nitro-substrates". . p. 2009 - 2022. Retrieved 2021/02/06.
• 2、 -. "Production process of ethyl m-aminobenzoate". Paragraph 0026-0045. . Retrieved 2021/04/21.