Bis(4-methoxybenzyl)amine

Base Information

• Chemical Name: Bis(4-methoxybenzyl)amine
• CAS No.: 17061-62-0
• Molecular Formula: C16H19NO2
• Molecular Weight: 257.332
• Hs Code.: 2922299090
• European Community (EC) Number: 810-785-9
• DSSTox Substance ID: DTXSID00351948
• Nikkaji Number: J1.014.526K
• Wikidata: Q72446148
• ChEMBL ID: CHEMBL1625290
• Mol file: 17061-62-0.mol

Synonyms:Bis(4-methoxybenzyl)amine;17061-62-0;Bis-(4-methoxy-benzyl)-amine;N,N-bis(4-methoxybenzyl)amine;Bis-(4-methoxybenzyl)-amine;bis[(4-methoxyphenyl)methyl]amine;bis-(4-methoxybenzyl)amine;MFCD00277836;1-(4-methoxyphenyl)-N-[(4-methoxyphenyl)methyl]methanamine;Benzenemethanamine, 4-methoxy-N-[(4-methoxyphenyl)methyl]-;di(4-methoxybenzyl)amine;Maybridge1_007781;bis(para-methoxybenzyl)amine;Cambridge id 5550428;bis-(4-methoxybenzyl )amine;Oprea1_126777;SCHEMBL121529;N,N-di(4-methoxybenzyl)amine;CHEMBL1625290;HMS563J15;AMY6107;DTXSID00351948;CHEBI:195038;BBL100177;BIS-(4-METHOXY-BENZYL)-AMIN;STK195058;AKOS000232836;CS-W002607;GS-3809;SY017404;BB 0254455;FT-0677109;A21908;EN300-145426;AB00088620-01;J-519878;N-(4-methoxybenzyl)-1-(4-methoxyphenyl)methanamine

Chemical Property of Bis(4-methoxybenzyl)amine

Chemical Property:

• Melting Point: 35-37℃
• Boiling Point: 384℃
• PKA: 9.55±0.20(Predicted)
• Flash Point: 161℃
• PSA: 30.49000
• Density: 1.073
• LogP: 3.38450
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 257.141578849
• Heavy Atom Count: 19
• Complexity: 207

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Bis(4-methoxybenzyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNCC2=CC=C(C=C2)OC
• Uses: N,N-Bis(4-methoxybenzyl)amine acts as a reagent for the synthesis and biological evaluation of pentanedioc acid derivatives as farnesyltransferase inhibitors. Also used in the preparation of (heteroarylamino)triazolamines as antiviral agents useful in the treatment of HCV infection.

Technology Process of Bis(4-methoxybenzyl)amine

There total 42 articles about Bis(4-methoxybenzyl)amine 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: 100.0%

N-(4-methoxybenzylidene)-4-methoxybenzylamine (3261-60-7) → N,N-bis(p-methoxybenzyl)amine (17061-62-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 5 ℃; for 2.75h; Heating / reflux;

Reference yield: 99.0%

4-methoxybenzonitrile (874-90-8) → N,N-bis(p-methoxybenzyl)amine (17061-62-0)

Guidance literature:

With hydrogen; In toluene; at 90 ℃; for 20h; under 750.075 Torr; chemoselective reaction;

DOI:10.1021/acscatal.0c04379

Reference yield: 99.0%

4-methoxy-benzaldehyde (123-11-5) + 4-methoxy-benzylamine (2393-23-9) → N,N-bis(p-methoxybenzyl)amine (17061-62-0)

Guidance literature:

4-methoxy-benzaldehyde; 4-methoxy-benzylamine; for 1h; Heating; Large scale;

With sodium tetrahydroborate; ethanol; at 20 ℃; Large scale;

upstream raw materials:

(E)-4-methoxybenzaldoxime

N-(4-methoxybenzylidene)-4-methoxybenzylamine

cyclohexanone

4-methoxybenzonitrile

Downstream raw materials:

bis-(4-methoxy-benzyl)-(2-piperidino-ethyl)-amine

2-Bromo-N,N-bis-(4-methoxy-benzyl)-acetamide

6-chloro-N²,N²-bis-(4-methoxy-benzyl)-N⁴-phenyl-pyrimidine-2,4-diamine

6-chloro-N²,N²-bis-(4-methoxy-benzyl)-N⁴-(4-methoxy-phenyl)-pyrimidine-2,4-diamine

Refernces

• 1、 Song, Hao,Xiao, Yao,Zhang, Zhuohua,Xiong, Wanjin,Wang, Ren,Guo, Liangcheng,Zhou, Taigang. "Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions". . p. 790 - 800. Retrieved 2022/01/11.
• 2、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Dwivedi, Ashutosh,Manna, Kuntal. "Aluminum Metal-Organic Framework-Ligated Single-Site Nickel(II)-Hydride for Heterogeneous Chemoselective Catalysis". . p. 3943 - 3957. Retrieved 2021/04/12.