4-Bromo-4’-methoxydiphenylamine

Base Information

• Chemical Name: 4-Bromo-4’-methoxydiphenylamine
• CAS No.: 13677-42-4
• Molecular Formula: C13H12 Br N O
• Molecular Weight: 278.148
• Hs Code.: 2922199090
• Mol file: 13677-42-4.mol

Synonyms:p-Anisidine,N-(p-bromophenyl)- (8CI); N-(p-Bromophenyl)-p-anisidine

Chemical Property of 4-Bromo-4’-methoxydiphenylamine

Chemical Property:

• PSA: 21.26000
• LogP: 4.27430

Purity/Quality:

99%min ^*data from raw suppliers

4-BROMO-4'-METHOXYDIPHENYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-4’-methoxydiphenylamine

There total 21 articles about 4-Bromo-4’-methoxydiphenylamine 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: 92.0%

4-Bromophenylboronic acid (5467-74-3) + 4-methoxy-aniline (104-94-9) → 4-bromo-N-(4-methoxyphenyl)aniline (13677-42-4)

Guidance literature:

With copper immobilized at polyimide covalent organic framework; In methanol; water; at 20 ℃; for 8h;

DOI:10.1039/c8gc02611d

Reference yield: 84.0%

4-methoxyphenyl magnesium bromide (13139-86-1) + para-nitrophenyl bromide (586-78-7) → 4-bromo-N-(4-methoxyphenyl)aniline (13677-42-4)

Guidance literature:

4-methoxyphenyl magnesium bromide; para-nitrophenyl bromide; In tetrahydrofuran; at -20 ℃; for 2h;

With sodium tetrahydroborate; iron(II) chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/ja026718r

Reference yield: 81.0%

1.4-dibromobenzene (106-37-6) + 4-methoxy-aniline (104-94-9) → 4-bromo-N-(4-methoxyphenyl)aniline (13677-42-4)

Guidance literature:

1.4-dibromobenzene; With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 20 ℃; for 0.166667h; Inert atmosphere;

4-methoxy-aniline; With sodium t-butanolate; In toluene; at 110 ℃; for 17h;

DOI:10.1002/ejoc.201101584

upstream raw materials:

1-azido-4-bromobenzene

methoxybenzene

aluminium trichloride

4-methoxyphenyl magnesium bromide

Downstream raw materials:

4,4′-dibromo-4′′-methoxytriphenylamine

N,N-bis(4-bromophenyl)-4-hydroxyphenylamine

3-{4-[bis(4-bromophenyl)amino]phenoxy}-6-chloro-1,2,4,5-tetrazine

3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine

Refernces

• 1、 Manna, Kartic,Ganguly, Tanusree,Baitalik, Sujoy,Jana, Ranjan. "Visible-Light- And PPh3-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature". supporting information. p. 8634 - 8639. Retrieved 2021/11/01.
• 2、 Han, Yi,Zhang, Mo,Zhang, Ya-Qing,Zhang, Zhan-Hui. "Copper immobilized at a covalent organic framework: An efficient and recyclable heterogeneous catalyst for the Chan-Lam coupling reaction of aryl boronic acids and amines". . p. 4891 - 4900. Retrieved 2018/11/21.