N-(4-chlorobenzyl)-4-methylbenzeneamine

Base Information

• Chemical Name: N-(4-chlorobenzyl)-4-methylbenzeneamine
• CAS No.: 33863-79-5
• Molecular Formula: C₁₄H₁₄ClN
• Molecular Weight: 231.725
• Mol file: 33863-79-5.mol

Synonyms:N-(4-chlorobenzyl)-4-methylbenzeneamine

Chemical Property of N-(4-chlorobenzyl)-4-methylbenzeneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-chlorobenzyl)-4-methylbenzeneamine

There total 22 articles about N-(4-chlorobenzyl)-4-methylbenzeneamine 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%

N-(4-chlorobenzylidene)-4-toluidine (15485-32-2) → N-(4-chlorobenzyl)-4-methylbenzeneamine (33863-79-5)

Guidance literature:

With formic acid; C₃₄H₃₉ClN₃O₄Rh⁽²⁺⁾*2F₆P^(1-); sodium formate; silver trifluoromethanesulfonate; In methanol; water; at 21.84 ℃; for 16h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201210086

Reference yield: 87.0%

1-methyl-4-nitrobenzene (99-99-0) + para-Chlorobenzyl alcohol (873-76-7) → N-(4-chlorobenzyl)-4-methylbenzeneamine (33863-79-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium carbonate; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201003095

Reference yield: 84.0%

1-methyl-4-nitrobenzene (99-99-0) + 4-chlorobenzaldehyde (104-88-1) → N-(4-chlorobenzyl)-4-methylbenzeneamine (33863-79-5)

Guidance literature:

With formic acid; triethylamine; In water; tert-butyl alcohol; at 100 ℃; for 40h;

DOI:10.1002/cctc.201701617

upstream raw materials:

N-(4-chlorobenzylidene)-4-toluidine

4-tolyl benzenesulfonate

4-chlorobenzylamine

4-methylphenyl tosylate

Downstream raw materials:

4-chlorobenzaldehyde

N-(4-chlorobenzylidene)-4-toluidine

Refernces

• 1、 Bilginer, Sinan,Koca, Mehmet. "New benzamide derivatives and their nicotinamide/cinnamamide analogs as cholinesterase inhibitors". . . Retrieved 2021/06/30.
• 2、 Castillo, Juan-Carlos,Jiménez, Elizabeth,Portilla, Jaime,Insuasty, Braulio,Quiroga, Jairo,Moreno-Fuquen, Rodolfo,Kennedy, Alan R.,Abonia, Rodrigo. "Application of a catalyst-free Domino Mannich/Friedel-Crafts alkylation reaction for the synthesis of novel tetrahydroquinolines of potential antitumor activity". . p. 932 - 947. Retrieved 2018/02/09.