Ethyl 4-(4-methylanilino)benzoate

Base Information

• Chemical Name: Ethyl 4-(4-methylanilino)benzoate
• CAS No.: 101293-08-7
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• DSSTox Substance ID: DTXSID20546031
• Nikkaji Number: J1.645.434F
• Wikidata: Q82423728
• Mol file: 101293-08-7.mol

Synonyms:101293-08-7;Ethyl 4-(4-methylanilino)benzoate;SCHEMBL9644563;Ethyl 4-(p-tolylamino)benzoate;DTXSID20546031

Chemical Property of Ethyl 4-(4-methylanilino)benzoate

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 255.125928785
• Heavy Atom Count: 19
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)NC2=CC=C(C=C2)C

Technology Process of Ethyl 4-(4-methylanilino)benzoate

There total 6 articles about Ethyl 4-(4-methylanilino)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: 83.4%

Ethyl 4-bromobenzoate (5798-75-4) + p-toluidine (106-49-0,12221-03-3) → N-(4-carboxyethylphenyl)-4-methylaniline (101293-08-7)

Guidance literature:

With sodium 2,6-di-tert-butyl-4-methylphenoxide; C₆₂H₉₄ClN₂Pd; at 50 ℃; for 0.25h; Reagent/catalyst;

DOI:10.1021/acs.organomet.1c00386

Reference yield: 82.0%

ethyl 4-((4-methylcyclohexylidene)amino)benzoate (1403489-47-3) → N-(4-carboxyethylphenyl)-4-methylaniline (101293-08-7)

Guidance literature:

With tetrabutylammomium bromide; oxygen; palladium diacetate; In dimethyl sulfoxide; toluene; at 90 ℃; for 12h; under 760.051 Torr; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol302568b

Reference yield: 72.0%

di(p-tolyl)borinic acid (66117-64-4) + p-aminoethylbenzoate (94-09-7) → N-(4-carboxyethylphenyl)-4-methylaniline (101293-08-7)

Guidance literature:

With pyridine; copper diacetate trihydrate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2017.10.043

upstream raw materials:

4-tolyl iodide

p-aminoethylbenzoate

4-methylphenylboronic acid

ethyl 4-((4-methylcyclohexylidene)amino)benzoate

Downstream raw materials:

4,4'-(p-Tolylimino)bis(benzoesaeureethylester)

4-(Di-p-tolylamino)-α,α-di-p-tolylbenzylalkohol

4-(Di-p-tolylamino)benzoesaeureethylester