4-Anilinobenzoic acid methyl ester

Base Information

• Chemical Name: 4-Anilinobenzoic acid methyl ester
• CAS No.: 4058-18-8
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2922499990
• Mol file: 4058-18-8.mol

Synonyms:HMS1410N07;4-Anilinobenzoic acid methyl ester;T0400-0026;4-phenylamino-benzoic acid methyl ester;

Chemical Property of 4-Anilinobenzoic acid methyl ester

Chemical Property:

• PSA: 38.33000
• LogP: 3.28980

Purity/Quality:

99%min ^*data from raw suppliers

Methyl4-(phenylamino)benzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Anilinobenzoic acid methyl ester

There total 30 articles about 4-Anilinobenzoic acid methyl ester 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: 98.0%

4-methoxycarbonylphenyl bromide (619-42-1) + aniline (62-53-3) → methyl 4-(phenylamino)benzoate (4058-18-8)

Guidance literature:

With sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; Pd(0)(η2-trans,trans-dibenzylideneacetone-4,4'-CF3)2; In toluene; at 25 ℃; for 1h;

DOI:10.1002/chem.200600473

Reference yield: 97.0%

Methyl 4-chlorobenzoate (1126-46-1) + aniline (62-53-3) → methyl 4-(phenylamino)benzoate (4058-18-8)

Guidance literature:

With C₃₂H₃₈Cl₅N₃Pd; caesium carbonate; In 1,2-dimethoxyethane; at 80 ℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201310457

Reference yield: 90.0%

chlorobenzene (108-90-7) + 4-methoxycarbonyl aniline (619-45-4) → methyl 4-(phenylamino)benzoate (4058-18-8)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3chloro-pyridyl)palladium(II) dichloride; caesium carbonate; In 1,2-dimethoxyethane; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201102428

upstream raw materials:

diazomethane

4-phenylaminobenzoic acid

4-nitrobenzoic acid methyl ester

dimethyl sulfate

Downstream raw materials:

4-phenylaminobenzoic acid

9H-carbazole-3-carboxylic acid

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-(phenylamino)benzamide

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-(methyl(phenyl)amino)benzamide

Refernces

• 1、 Yang, Fu,Dong, Xuexue,Shen, Yang,Liu, Mengting,Zhou, Hu,Wang, Xuyu,Li, Lulu,Yuan, Aihua,Song, Heng. "Reductive C?N Coupling of Nitroarenes: Heterogenization of MoO3 Catalyst by Confinement in Silica". . p. 3413 - 3421. Retrieved 2021/07/31.
• 2、 Wexler, Ryan P.,Nuhant, Philippe,Senter, Timothy J.,Gale-Day, Zachary J.. "Electrochemically Enabled Chan-Lam Couplings of Aryl Boronic Acids and Anilines". supporting information. p. 4540 - 4543. Retrieved 2019/06/27.