Ethyl 2-(methylamino)benzoate

Base Information

• Chemical Name: Ethyl 2-(methylamino)benzoate
• CAS No.: 35472-56-1
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• European Community (EC) Number: 609-130-8
• NSC Number: 408328
• UNII: HQ8T25BTTC
• DSSTox Substance ID: DTXSID90188982
• Nikkaji Number: J169.109K
• Wikidata: Q27280049
• Metabolomics Workbench ID: 46195
• Mol file: 35472-56-1.mol

Synonyms:Ethyl 2-(methylamino)benzoate;35472-56-1;ethyl N-methylanthranilate;Benzoic acid, 2-(methylamino)-, ethyl ester;Ethy N-Methylanthranilate;UNII-HQ8T25BTTC;HQ8T25BTTC;NSC-408328;2-(methylamino)benzoic acid ethyl ester;AI3-05543;ethyl methyl anthranilate;ethyl 2-methylaminobenzoate;Ethyl2-(methylamino)benzoate;n-methyl-2-carboethoxyaniline;SCHEMBL619175;N-Methylanthranilsaureathylester;FEMA NO. 4116;DTXSID90188982;Ethyl 2-(methylamino)benzoate #;CHEBI:173501;MFCD11174593;NSC408328;AKOS008017784;GS-4131;NSC 408328;ETHYL N-METHYLANTHRANILATE [FHFI];Benzoic acid,2-(methylamino)-,ethyl ester;CS-0019162;EN300-70665;ANTHRANILIC ACID, N-METHYL-, ETHYL ESTER;A874603;Q27280049;Z53836968

Chemical Property of Ethyl 2-(methylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.00887mmHg at 25°C
• Melting Point: 39°C
• Refractive Index: 1.5710 (estimate)
• Boiling Point: 226.2°Cat760mmHg
• PKA: 2.77±0.10(Predicted)
• Flash Point: 58°C
• PSA: 38.33000
• Density: 0.844g/cm³
• LogP: 1.97800
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.3
• 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:

99% ^*data from raw suppliers

ethyl2-(methylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1NC

Technology Process of Ethyl 2-(methylamino)benzoate

There total 29 articles about Ethyl 2-(methylamino)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: 100.0%

ethanol (64-17-5) + N-Methylanthranilic acid (119-68-6) → N-methyl-anthranilic acid ethyl ester (35472-56-1)

Guidance literature:

With sulfuric acid; for 20h; Inert atmosphere; Reflux;

DOI:10.1038/onc.2014.225

Reference yield: 89.0%

ethanol (64-17-5) + N-Methylisatoic anhydride (10328-92-4) → N-methyl-anthranilic acid ethyl ester (35472-56-1)

Guidance literature:

With potassium carbonate; at 100 ℃;

DOI:10.1021/acs.joc.9b02771

Reference yield: 75.0%

N-Methylisatoic anhydride (10328-92-4) + orthoformic acid triethyl ester (122-51-0) → N-methyl-anthranilic acid ethyl ester (35472-56-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; trifluoroacetic anhydride; In N,N-dimethyl acetamide; at 100 ℃; for 2h;

DOI:10.1021/acs.orglett.8b02667

upstream raw materials:

ethanol

N-Methylanthranilic acid

2-ethoxycarbonylaniline

methyl iodide

Downstream raw materials:

XMD₁₂-70-2

ethyl 2-(2,6-difluoro-N-methylbenzamido)benzoate

2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)-5,11-dimethyl-5,11-dihydro-6H-benzo[e]pyrimido[5,4-b][1,4]diazepin-6-one

2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)-11-methyl-5,11-dihydro-6H-benzo[e]pyrimido[5,4-b][1,4]diazepin-6-one

Refernces

• 1、 Wang, Shoucai,Li, Xuan,Zang, Jiawang,Liu, Meichen,Zhang, Siyu,Jiang, Guangbin,Ji, Fanghua. "Palladium-Catalyzed Multistep Tandem Carbonylation/N-Dealkylation/Carbonylation Reaction: Access to Isatoic Anhydrides". . p. 2672 - 2679. Retrieved 2020/02/04.
• 2、 Wang, Zi-Xuan,Xiang, Jia-Chen,Wang, Miao,Ma, Jin-Tian,Wu, Yan-Dong,Wu, An-Xin. "One-Pot Total Synthesis of Evodiamine and Its Analogues through a Continuous Biscyclization Reaction". supporting information. p. 6380 - 6383. Retrieved 2018/10/20.