N-(4-dimethylaminobenzyl)aniline

Base Information

• Chemical Name: N-(4-dimethylaminobenzyl)aniline
• CAS No.: 3526-44-1
• Molecular Formula: C₁₅H₁₈N₂
• Molecular Weight: 226.321
• Mol file: 3526-44-1.mol

Synonyms:N-(4-dimethylaminobenzyl)aniline

Chemical Property of N-(4-dimethylaminobenzyl)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of N-(4-dimethylaminobenzyl)aniline

There total 10 articles about N-(4-dimethylaminobenzyl)aniline 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,N-dimethyl-4-((phenylimino)methyl)aniline (889-37-2,1613-99-6) → N-(4-dimethylaminobenzyl)aniline (3526-44-1)

Guidance literature:

With Dimethylphenylsilane; gold; water; In acetonitrile; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1021/ol500958p

Reference yield: 98.0%

(E)-N,N-dimethyl-4-((phenylimino)methyl)aniline (1613-99-6) → N-(4-dimethylaminobenzyl)aniline (3526-44-1)

Guidance literature:

With phenylsilane; (1-(3-methoxybenzyl)-3-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-ylidene)p-cymeneruthenium(II) chloride; In ethanol; at 30 ℃; for 0.0833333h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejic.202000069

Reference yield: 95.0%

aniline (62-53-3) + 4-dimethylamino-benzaldehyde (100-10-7) → N-(4-dimethylaminobenzyl)aniline (3526-44-1)

Guidance literature:

With phenylsilane; (1-(3-methoxybenzyl)-3-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-ylidene)p-cymeneruthenium(II) chloride; In ethanol; at 30 ℃; for 0.583333h; Schlenk technique; Inert atmosphere; Molecular sieve;

DOI:10.1002/ejic.202000069

upstream raw materials:

aniline

N,N-dimethyl-4-hydroxymethylaniline

N,N-dimethyl-4-((phenylimino)methyl)aniline

2-Amino-1,8-naphthyridine-3-carboxamide

Downstream raw materials:

N'-(2,6-diisopropylphenyl)-N-[(4-dimethylaminophenyl)methyl]-N-phenylurea

(4-amino-phenyl)-(4-dimethylamino-phenyl)-methane

Dimethyl-p-toluidine

N,N-dimethyl-4-((phenylimino)methyl)aniline

Refernces

• 1、 Fertig, Robin,Irrgang, Torsten,Kallmeier, Fabian,Kempe, Rhett. "Chromium-Catalyzed Alkylation of Amines by Alcohols". supporting information. p. 11789 - 11793. Retrieved 2020/05/26.
• 2、 Kathuria, Lakshay,Samuelson, Ashoka G.. "Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones". supporting information. . Retrieved 2020/06/17.